Triethylamine → HCID 13145517, compound

HRID 850956Notes

Reaction equation

HRID 850956 reaction equation
[CH2:1]([O:8][C:9]([NH:11][CH:12]([C:16]([OH:18])=O)[CH:13]([CH3:15])[CH3:14])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N(CC)CC)C.C(Cl)(=O)OCC.[NH2:32][C:33]1[S:34][CH:35]=[N:36][N:37]=1>C(Cl)(Cl)Cl>[CH2:1]([O:8][C:9]([NH:11][CH:12]([C:16]([NH:32][C:33]1[S:34][CH:35]=[N:36][N:37]=1)=[O:18])[CH:13]([CH3:15])[CH3:14])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 10928Ethyl chloroformateHCID 199091,3,4-Thiadiazol-2-amineHCID 97743N-Carbobenzoyl-DL-valine

Product 1

HCID 13145517HCID 13145517, compoundYield 79%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

10 g of N-benzyloxycarbonyl-DL-valine, 4.1 g of triethylamine, 150 ml of chloroform, 4.4 g of ethyl chlorocarbonate and 4.1 g of 2-amino-1,3,4-thiadiazole were reacted in the same manner as in Example 1(i) to obtain 10.5 g (yield: 79%) of 2-(N-benzyloxycarbonyl-DL-valylamino)-1,3,4-thiadiazole as white crystals having a melting point of 162°-164° C.

Sources & evidence

ORD record
ord-68b74b7de87a459c9783ac1939367d47
Source dataset
uspto-grants-1983_05
Patent number
US04382142

Reaction notes

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