Water → HCID 86245184, compound

HRID 2262939Notes

Reaction equation

HRID 2262939 reaction equation
[NH2:1][C:2]1[S:3][C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N:6]=1.N1C=CC=CC=1.Cl[C:18]([O:20][CH2:21][C:22]([Cl:25])([Cl:24])[Cl:23])=[O:19].O>O1CCCC1>[S:3]1[C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N:6]=[C:2]1[NH:1][C:18](=[O:19])[O:20][CH2:21][C:22]([Cl:25])([Cl:24])[Cl:23]

Participants

6

Reactant 4

HCID 962WaterHCID 1049PyridineHCID 8706Benzo(d)thiazol-2-amineHCID 870632,2,2-Trichloroethyl chloroformate

Product 1

HCID 86245184HCID 86245184, compoundYield 54.9%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 2-aminobenzothiazole (1.00 g, 6.66 mmol) and pyridine (0.633 ml, 7.99 mmol) in tetrahydrofuran (22 ml) was added, under ice-cooling, 2,2,2-trichloroethyl chloroformate (1.11 ml, 7.99 mmol), and the mixture was stirred at room temperature for 1 hour. Water was poured to the reaction mixture, and 1.19 g (54.7%) of the desired product as a solid was separated by filtration.

Workup

  1. temperaturecooling

Sources & evidence

ORD record
ord-1b9ab2def66a4e07a13eac355c12eaab
Source dataset
uspto-grants-2010_12
Patent number
US07851473B2

Reaction notes

Loading…