Triethylamine → HCID 22170552, compound

HRID 1822876Notes

Reaction equation

HRID 1822876 reaction equation
[S:1]([C:5]1[CH:13]=[CH:12][C:8]([C:9]([OH:11])=O)=[CH:7][CH:6]=1)(=[O:4])(=[O:3])[NH2:2].CCN(CC)CC.Br.[NH2:22][C:23]1[S:24][C:25]([Br:28])=[CH:26][N:27]=1>CN(C=O)C.C1COCC1>[Br:28][C:25]1[S:24][C:23]([NH:22][C:9](=[O:11])[C:8]2[CH:7]=[CH:6][C:5]([S:1](=[O:3])(=[O:4])[NH2:2])=[CH:13][CH:12]=2)=[N:27][CH:26]=1

Participants

6

Reactant 3

HCID 8471Triethylamine2×HCID 8739CarzenideHCID 27238485-Bromothiazol-2-amine monohydrobromide

Product 1

HCID 22170552HCID 22170552, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolvent2×HCID 8028TetrahydrofuranSolvent2×

Procedure

To a mixture of 4-sulfamoylbenzoic acid (1.0 g, 4.97 mmol), Et3N (1.5 ml, 10.78 mmol), DMF (5 ml) and THF (5 ml) isobutyl choroformate (0.70 ml, 5.36 mmol) was added dropwise at −10° C. After stirring for 1 h, a solution of 2-amino-5-bromothiazole hydrobromide (1,55 g, 5.96=mol) and Et3N (0.83 ml, 5.96 mmol) in DMF (6 ml) and THF (4 ml) was added dropwise to the mixture at the same temperature.

Workup

  1. additionwas added dropwise at −10° C

Sources & evidence

ORD record
ord-4dab6878c28f4dcbacd2574dc79356ba
Source dataset
uspto-grants-2006_05
Patent number
US07037929B1

Reaction notes

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