Trifluoroacetic acid → HCID 57980850, compound

HRID 1867974Notes

Reaction equation

HRID 1867974 reaction equation
C(OC([NH:8][C:9]1[S:10][C:11]2[CH:17]=[C:16]([O:18][S:19]([C:22]3[S:23][CH:24]=[CH:25][CH:26]=3)(=[O:21])=[O:20])[CH:15]=[CH:14][C:12]=2[N:13]=1)=O)(C)(C)C.FC(F)(F)C(O)=O>ClCCl.O>[NH2:8][C:9]1[S:10][C:11]2[CH:17]=[C:16]([O:18][S:19]([C:22]3[S:23][CH:24]=[CH:25][CH:26]=3)(=[O:21])=[O:20])[CH:15]=[CH:14][C:12]=2[N:13]=1

Participants

5

Reactant 2

HCID 6422Trifluoroacetic acidHCID 57980811HCID 57980811, compound2×

Product 1

HCID 57980850HCID 57980850, compoundYield 79.4%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6344DichloromethaneSolvent

Procedure

A solution of thiophene-2-sulfonic acid 2-tert-butoxycarbonylaminobenzo-thiazol-6-yl ester (intermediate 30) (1.5 g, 3.63 mmol) and trifluoroacetic acid (15 ml, 196 mmol) in 15 ml of dichloromethane and 600 μl of water is stirred for 2 hours at room temperature. The reaction medium is concentrated to dryness to give 900 mg of thiophene-2-sulfonic acid 2-aminobenzothiazol-6-yl ester in the form of the trifluoroacetic acid salt (oil) in a yield of 76%.

Workup

  1. concentrationThe reaction medium is concentrated to dryness

Sources & evidence

ORD record
ord-cbc5b0c5f9a04603a160c06630f5104a
Source dataset
uspto-grants-2009_12
Patent number
US07632952B2

Reaction notes

Loading…