supplementary material a facile synthesis of sulfonylureas ... · a facile synthesis of...
TRANSCRIPT
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Electronic Supplementary Material (ESI) for Organic and Biomolecular Chemistry.This journal is © The Royal Society of Chemistry 2017
Supplementary material
A facile synthesis of Sulfonylureas via water assisted preparation of Carbamates
Dinesh Kumar Tanwar,a Anjali Ratan,a Manjinder Singh Gill*,a
aDepartment of Pharmaceutical Technology (Process Chemistry), National Institute of Pharmaceutical Education and Research (NIPER), S.A.S. Nagar, Punjab-160062, India
*E-mail: [email protected]
Table of Contents
Page
1H and 13C NMR spectrum of Phenyl butyl carbamate (1) S4
1H and 13C NMR spectrum of Phenyl methyl carbamate (2) S5
1H and 13C NMR spectrum of Phenyl ethyl carbamate (3) S6
1H and 13C NMR spectrum of Phenyl propyl carbamate (4) S7
1H and 13C NMR spectrum of Phenyl isopropyl carbamate (5) S8
1H and 13C NMR spectrum of Phenyl cyclopropyl carbamate (6) S9
1H and 13C NMR spectrum of Phenyl pentyl carbamate (7) S10
1H and 13C NMR spectrum of Phenyl hexyl carbamate (8) S11
1H and 13C NMR spectrum of Phenyl cyclohexyl carbamate (9) S12
1H and 13C NMR spectrum of Phenyl ((1r,4r)-4-methylcyclohexyl)carbamate (10) S13
1H and 13C NMR spectrum of Phenyl octyl carbamate (11) S14
1H and 13C NMR spectrum of Phenyl benzyl carbamate (12) S15
Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.This journal is © The Royal Society of Chemistry 2017
S2
1H and 13C NMR spectrum of Phenyl (1-phenylethyl) carbamate (13) S16
1H and 13C NMR spectrum of Phenyl phenethyl carbamate (14) S17
1H and 13C NMR spectrum of Phenyl dimethylcarbamate (15) S18
1H and 13C NMR spectrum of Phenyl diethylcarbamate (16) S19
1H and 13C NMR spectrum of Phenyl pyrrolidine-1-carboxylate (17) S20
1H and 13C NMR spectrum of Phenyl piperidine-1-carboxylate (18) S21
1H and 13C NMR spectrum of N-(butylcarbamoyl)-4-methylbenzenesulfonamide (19) S22
1H and 13C NMR spectrum of N-(methylcarbamoyl)benzenesulfonamide (20) S23
1H and 13C NMR spectrum of N-(ethylcarbamoyl)benzenesulfonamide (21) S24
1H and 13C NMR spectrum of N-(benzylcarbamoyl)benzenesulfonamide (22) S25
1H and 13C NMR spectrum of N-((1-phenylethyl)carbamoyl)benzenesulfonamide (23) S26
1H and 13C NMR spectrum of N-(ethylcarbamoyl)-4-methylbenzenesulfonamide (24) S27
1H and 13C NMR spectrum of 4-methyl-N-(propylcarbamoyl)benzenesulfonamide (25) S28
1H and 13C NMR spectrum of N-(isopropylcarbamoyl)-4-methylbenzenesulfonamide (26) S29
1H and 13C NMR spectrum of N-(hexylcarbamoyl)-4-methylbenzenesulfonamide (27) S30
1H and 13C NMR spectrum of N-(cyclohexylcarbamoyl)-4-methylbenzenesulfonamide (28) S31
1H and 13C NMR spectrum of N-(benzylcarbamoyl)-4-methylbenzenesulfonamide (29) S32
1H and 13C NMR spectrum of 4-methyl-N-((1-phenylethyl)carbamoyl)benzenesulfonamide (30) S33
1H and 13C NMR spectrum of 4-chloro-N-(methylcarbamoyl)benzenesulfonamide (31) S34
1H and 13C NMR spectrum of 4-chloro-N-(ethylcarbamoyl)benzenesulfonamide (32) S35
1H and 13C NMR spectrum of 4-chloro-N-(propylcarbamoyl)benzenesulfonamide (33) S36
1H and 13C NMR spectrum of 4-chloro-N-(isopropylcarbamoyl)benzenesulfonamide (34) S37
1H and 13C NMR spectrum of N-(benzylcarbamoyl)-4-chlorobenzenesulfonamide (35) S38
1H and 13C NMR spectrum of 4-bromo-N-(methylcarbamoyl)benzenesulfonamide (36) S39
1H and 13C NMR spectrum of 4-bromo-N-(propylcarbamoyl)benzenesulfonamide (37) S40
1H and 13C NMR spectrum of 4-bromo-N-(cyclopropylcarbamoyl)benzenesulfonamide (38) S41
1H and 13C NMR spectrum of N-(benzylcarbamoyl)-4-bromobenzenesulfonamide (39) S42
1H and 13C NMR spectrum of 4-bromo-N-((1-phenylethyl)carbamoyl)benzenesulfonamide (40) S43
1H and 13C NMR spectrum of 4-bromo-N-(phenethylcarbamoyl)benzenesulfonamide (41) S44
S3
1H and 13C NMR spectrum of 4-methoxy-N-(methylcarbamoyl)benzenesulfonamide (42) S45
1H and 13C NMR spectrum of 4-methoxy-N-(((1r,4r)-4-methylcyclohexyl)carbamoyl) benzenesulfonamide (43) S46
S4
1H NMR spectra of Phenyl butyl carbamate (1)
13C NMR spectra of Phenyl butyl carbamate (1)
S5
1H NMR spectra of Phenyl methyl carbamate (2)
13C NMR spectra of Phenyl methyl carbamate (2)
S6
1H NMR spectra of Phenyl ethyl carbamate (3)
13C NMR spectra of Phenyl ethyl carbamate (3)
S7
1H NMR spectra of Phenyl propyl carbamate (4)
13C NMR spectra of Phenyl propyl carbamate (4)
S8
1H NMR spectra of Phenyl isopropyl carbamate (5)
13C NMR spectra of Phenyl isopropyl carbamate (5)
S9
1H NMR spectra of Phenyl cyclopropyl carbamate (6)
13C NMR spectra of Phenyl cyclopropyl carbamate (6)
S10
1H NMR spectra of Phenyl pentyl carbamate (7)
13C NMR spectra of Phenyl pentyl carbamate (7)
S11
1H NMR spectra of Phenyl hexyl carbamate (8)
13C NMR spectra of Phenyl hexyl carbamate (8)
S12
1H NMR spectra of Phenyl cyclohexyl carbamate (9)
13C NMR spectra of Phenyl cyclohexyl carbamate (9)
S13
1H NMR spectra of Phenyl ((1r,4r)-4-methylcyclohexyl)carbamate (10)
13C NMR spectra of Phenyl ((1r,4r)-4-methylcyclohexyl)carbamate (10)
S14
1H NMR spectra of Phenyl octyl carbamate (11)
13C NMR spectra of Phenyl octyl carbamate (11)
S15
1H NMR spectra of Phenyl benzyl carbamate (12)
13C NMR spectra of Phenyl benzyl carbamate (12)
S16
1H NMR spectra of Phenyl (1-phenylethyl) carbamate (13)
13C NMR spectra of Phenyl (1-phenylethyl) carbamate (13)
S17
1H NMR spectra of Phenyl phenethyl carbamate (14)
13C NMR spectra of Phenyl phenethyl carbamate (14)
S18
1H NMR spectra of Phenyl dimethylcarbamate (15)
13C NMR spectra of Phenyl dimethylcarbamate (15)
S19
1H NMR spectra of Phenyl diethylcarbamate (16)
13C NMR spectra of Phenyl diethylcarbamate (16)
S20
1H NMR spectra of Phenyl pyrrolidine-1-carboxylate (17)
13C NMR spectra of Phenyl pyrrolidine-1-carboxylate (17)
S21
1H NMR spectra of Phenyl piperidine-1-carboxylate (18)
13C NMR spectra of Phenyl piperidine-1-carboxylate (18)
S22
1H NMR spectra of N-(butylcarbamoyl)-4-methylbenzenesulfonamide (19)
13C NMR spectra of N-(butylcarbamoyl)-4-methylbenzenesulfonamide (19)
S23
1H NMR spectra of N-(methylcarbamoyl)benzenesulfonamide (20)
13C NMR spectra of N-(methylcarbamoyl)benzenesulfonamide (20)
S24
1H NMR spectra of N-(ethylcarbamoyl)benzenesulfonamide (21)
13C NMR spectra of N-(ethylcarbamoyl)benzenesulfonamide (21)
S25
1H NMR spectra of N-(benzylcarbamoyl)benzenesulfonamide (22)
13C NMR spectra of N-(benzylcarbamoyl)benzenesulfonamide (22)
S26
1H NMR spectra of N-((1-phenylethyl)carbamoyl)benzenesulfonamide (23)
13C NMR spectra of N-((1-phenylethyl)carbamoyl)benzenesulfonamide (23)
S27
1H NMR spectra of N-(ethylcarbamoyl)-4-methylbenzenesulfonamide (24)
13C NMR spectra of N-(ethylcarbamoyl)-4-methylbenzenesulfonamide (24)
S28
1H NMR spectra of 4-methyl-N-(propylcarbamoyl)benzenesulfonamide (25)
13C NMR spectra of 4-methyl-N-(propylcarbamoyl)benzenesulfonamide (25)
S29
1H NMR spectra of N-(isopropylcarbamoyl)-4-methylbenzenesulfonamide (26)
13C NMR spectra of N-(isopropylcarbamoyl)-4-methylbenzenesulfonamide (26)
S30
1H NMR spectra of N-(hexylcarbamoyl)-4-methylbenzenesulfonamide (27)
13C NMR spectra of N-(hexylcarbamoyl)-4-methylbenzenesulfonamide (27)
S31
1H NMR spectra of N-(cyclohexylcarbamoyl)-4-methylbenzenesulfonamide (28)
13C NMR spectra of N-(cyclohexylcarbamoyl)-4-methylbenzenesulfonamide (28)
S32
1H NMR spectra of N-(benzylcarbamoyl)-4-methylbenzenesulfonamide (29)
13C NMR spectra of N-(benzylcarbamoyl)-4-methylbenzenesulfonamide (29)
S33
1H NMR spectra of 4-methyl-N-((1-phenylethyl)carbamoyl)benzenesulfonamide (30)
13C NMR spectra of 4-methyl-N-((1-phenylethyl)carbamoyl)benzenesulfonamide (30)
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1H NMR spectra of 4-chloro-N-(methylcarbamoyl)benzenesulfonamide (31)
13C NMR spectra of 4-chloro-N-(methylcarbamoyl)benzenesulfonamide (31)
S35
1H NMR spectra of 4-chloro-N-(ethylcarbamoyl)benzenesulfonamide (32)
13C NMR spectra of 4-chloro-N-(ethylcarbamoyl)benzenesulfonamide (32)
S36
1H NMR spectra of 4-chloro-N-(propylcarbamoyl)benzenesulfonamide (33)
13C NMR spectra of 4-chloro-N-(propylcarbamoyl)benzenesulfonamide (33)
S37
1H NMR spectra of 4-chloro-N-(isopropylcarbamoyl)benzenesulfonamide (34)
13C NMR spectra of 4-chloro-N-(isopropylcarbamoyl)benzenesulfonamide (34)
S38
1H NMR spectra of N-(benzylcarbamoyl)-4-chlorobenzenesulfonamide (35)
13C NMR spectra of N-(benzylcarbamoyl)-4-chlorobenzenesulfonamide (35)
S39
1H NMR spectra of 4-bromo-N-(methylcarbamoyl)benzenesulfonamide (36)
13C NMR spectra of 4-bromo-N-(methylcarbamoyl)benzenesulfonamide (36)
S40
1H NMR spectra of 4-bromo-N-(propylcarbamoyl)benzenesulfonamide (37)
13C NMR spectra of 4-bromo-N-(propylcarbamoyl)benzenesulfonamide (37)
S41
1H NMR spectra of 4-bromo-N-(cyclopropylcarbamoyl)benzenesulfonamide (38)
13C NMR spectra of 4-bromo-N-(cyclopropylcarbamoyl)benzenesulfonamide (38)
S42
1H NMR spectra of N-(benzylcarbamoyl)-4-bromobenzenesulfonamide (39)
13C NMR spectra of N-(benzylcarbamoyl)-4-bromobenzenesulfonamide (39)
S43
1H NMR spectra of 4-bromo-N-((1-phenylethyl)carbamoyl)benzenesulfonamide (40)
13C NMR spectra of 4-bromo-N-((1-phenylethyl)carbamoyl)benzenesulfonamide (40)
S44
1H NMR spectra of 4-bromo-N-(phenethylcarbamoyl)benzenesulfonamide (41)
13C NMR spectra of 4-bromo-N-(phenethylcarbamoyl)benzenesulfonamide (41)
S45
1H NMR spectra of 4-methoxy-N-(methylcarbamoyl)benzenesulfonamide (42)
13C NMR spectra of 4-methoxy-N-(methylcarbamoyl)benzenesulfonamide (42)
S46
1H NMR spectra of 4-methoxy-N-(((1r,4r)-4-methylcyclohexyl)carbamoyl) benzenesulfonamide (43)
13C NMR spectra of 4-methoxy-N-(((1r,4r)-4-methylcyclohexyl)carbamoyl) benzenesulfonamide (43)