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

HRID 1348963Notes

Reaction equation

HRID 1348963 reaction equation
Cl.Cl.[CH2:3]([O:5][C:6](=[O:12])[CH2:7][NH:8][CH2:9][CH2:10][NH2:11])[CH3:4].[N+:13]([C:16]1[CH:21]=[CH:20][C:19]([C:22]2[S:26][C:25]([S:27](Cl)(=[O:29])=[O:28])=[N:24][N:23]=2)=[CH:18][CH:17]=1)([O-:15])=[O:14]>>[CH2:3]([O:5][C:6](=[O:12])[CH2:7][NH:8][CH2:9][CH2:10][NH:11][S:27]([C:25]1[S:26][C:22]([C:19]2[CH:18]=[CH:17][C:16]([N+:13]([O-:15])=[O:14])=[CH:21][CH:20]=2)=[N:23][N:24]=1)(=[O:28])=[O:29])[CH3:4]

Participants

3

Reactant 2

HCID 210927535-(4-Nitrophenyl)-1,3,4-thiadiazole-2-sulfonyl chlorideHCID 74889816HCID 74889816, compound

Product 1

HCID 21092799N-{2-[5-(4-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-nitrophenyl)-1,3,4-thiadiazole-2-sulfonyl chloride as per the procedure of example 1. 1H NMR (400 MHz; DMSO-d6) δ 8.42 (d, 2H), 8.27 (d, 2H), 6.40 (brs, 2H), 4.05 (q, 2H), 3.35 (s, 2H), 3.21 (t, 2H), 2.71 (t, 2H), 1.15 (t, 3H).

Sources & evidence

ORD record
ord-87dd41294b584939898e78dafaf784fb
Source dataset
uspto-grants-2007_05
Patent number
US07211668B2

Reaction notes

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