5-(4-Chloro-2-nitrophenyl)-1,3,4-thiadiazole-2-sulfonyl chloride → N-{2-[5-(4-chloro-2-nitrophenyl)-1,3,4-thiadiazole-2-sulfonylamino]-ethyl}-glycine ethyl ester

HRID 1348967Notes

Reaction equation

HRID 1348967 reaction equation
Cl.Cl.[CH2:3]([O:5][C:6](=[O:12])[CH2:7][NH:8][CH2:9][CH2:10][NH2:11])[CH3:4].[Cl:13][C:14]1[CH:19]=[CH:18][C:17]([C:20]2[S:24][C:23]([S:25](Cl)(=[O:27])=[O:26])=[N:22][N:21]=2)=[C:16]([N+:29]([O-:31])=[O:30])[CH:15]=1>>[CH2:3]([O:5][C:6](=[O:12])[CH2:7][NH:8][CH2:9][CH2:10][NH:11][S:25]([C:23]1[S:24][C:20]([C:17]2[CH:18]=[CH:19][C:14]([Cl:13])=[CH:15][C:16]=2[N+:29]([O-:31])=[O:30])=[N:21][N:22]=1)(=[O:27])=[O:26])[CH3:4]

Participants

3

Reactant 2

HCID 210927515-(4-Chloro-2-nitrophenyl)-1,3,4-thiadiazole-2-sulfonyl chlorideHCID 74889816N-beta-Aminoethyl-gly-oet 2hcl

Product 1

HCID 21092774N-{2-[5-(4-chloro-2-nitrophenyl)-1,3,4-thiadiazole-2-sulfonylamino]-ethyl}-glycine ethyl ester

Procedure

The title compound was synthesized by the reaction of N-(2-aminoethyl)-glycine ethyl ester 2HCl with 5-(4-chloro-2-nitrophenyl)-1,3,4-thiadiazole-2-sulfonyl chloride as per the procedure of example 1. 1H NMR (500 MHz; DMSO-d6) δ 8.40 (d, 1H), 8.05 (dd, 1H), 8.02 (d, 1H) 4.07 (q, 2H), 3.30 (s, 2H), 3.19 (t, 2H), 2.67 (t, 2H), 1.18 (t, 3H).

Sources & evidence

ORD record
ord-098c90b97d66462e99ebf94bc97cd214
Source dataset
uspto-grants-2007_05
Patent number
US07211668B2

Reaction notes

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