2-Aminothiazole → HCID 56624502, compound

HRID 2268015Notes

Reaction equation

HRID 2268015 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=1.C(N(CC)CC)C.Cl[C:16](Cl)(Cl)[S:17]Cl.[NH2:21][C:22]1[S:23][CH:24]=[CH:25][N:26]=1>C(Cl)(Cl)Cl>[S:23]1[CH:24]=[CH:25][N:26]=[C:22]1[N:21]=[C:16]1[N:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]2=[N:1][S:17]1

Participants

6

Reactant 4

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

Product 1

HCID 56624502HCID 56624502, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent3×

Procedure

A solution of 5.6 g (60 mmol) of 2-aminopyridine and 8.3 ml of triethylamine in 50 ml of chloroform is added dropwise at 0° C. to a solution of 6.6 ml (60 mmol) of trichloromethanesulphenyl chloride in 900 ml of chloroform. The mixture is stirred for 10 min and a solution of 6.0 g (60 mmol) of 2-aminothiazole and 25 ml of triethylamine in 100 ml of chloroform is added dropwise. After stirring at room temperature for 3 h, the mixture is concentrated and the precipitate is washed with methanol. 8.9 g of title compound (63% of theory) of m.p. 169-171° C. remain.

Workup

  1. stirringAfter stirring at room temperature for 3 h
  2. concentrationthe mixture is concentrated
  3. washthe precipitate is washed with methanol

Sources & evidence

ORD record
ord-b85c97a2448c46b1acbb578e70802c9c
Source dataset
uspto-grants-2001_12
Patent number
US06326378B1

Reaction notes

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