2-Aminothiazole → HCID 56624502, compound

HRID 2399226Notes

Reaction equation

HRID 2399226 reaction equation
Cl[C:2](Cl)(Cl)[S:3]Cl.[NH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][N:9]=1.C(N(CC)CC)C.[NH2:21][C:22]1[S:23][CH:24]=[CH:25][N:26]=1>C(Cl)(Cl)Cl.CO>[S:23]1[CH:24]=[CH:25][N:26]=[C:22]1[N:21]=[C:2]1[N:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]2=[N:7][S:3]1

Participants

7

Reactant 4

HCID 21552-AminothiazoleHCID 8471Triethylamine2×HCID 104392-AminopyridineHCID 11666Trichloromethanesulfenyl chloride

Product 1

HCID 56624502HCID 56624502, compoundYield 63.3%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6212ChloroformSolvent3×

Procedure

To a solution of 6.6 ml. (60 mmol) trichloromethanesulphenic acid chloride in 900 ml chloroform one adds dropwise at 0° C. a solution of 5.6 g (60 mmol) 2-aminopyridine and 8.3 ml triethylamine in 50 ml chloroform. One after-stirs for 10 min. and adds dropwise thereto a solution of 6.0 g (60 mmol) 2-aminothiazole and 25 ml triethylamine in 100 ml chloroform. After 3 h stirring at room temperature, one evapovates and washes the precipitate with methanol. There remain 8.9 g of title compound (63% of theory) of the m.p. 169°-171° C.

Workup

  1. additionadds dropwise

Sources & evidence

ORD record
ord-3b02174c9f8a4f2698786ec7646ba64e
Source dataset
uspto-grants-1995_09
Patent number
US05447934

Reaction notes

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