Dimethylformamide dimethyl acetal → HCID 178484260, compound

HRID 615808Notes

Reaction equation

HRID 615808 reaction equation
[NH2:1][C:2]1[S:3][C:4]2[CH:9]=[CH:8][N:7]=[CH:6][C:5]=2[N:10]=1.CO[CH:13](OC)[N:14]([CH3:16])[CH3:15]>>[CH3:13][N:14]([CH2:16][N:1]=[C:2]1[NH:10][C:5]2[CH:6]=[N:7][CH:8]=[CH:9][C:4]=2[S:3]1)[CH3:15]

Participants

3

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 14252938(1,3)Thiazolo(4,5-c)pyridin-2-amine

Product 1

HCID 178484260HCID 178484260, compoundYield 80.9%

Procedure

A stirred mixture of 2-aminothiazolo[4,5-c]pyridine [prepared according to the procedure of H. W. Altland and G. A. Molander, J. Heterocyclic Chem., 14, 129 (1977)] (0.5 g, 3.3 mmole) and N,N-dimethylformamide dimethyl acetal (5 ml) was stirred at an oil bath temperature of 80° C. for two hours under an atmosphere of argon. The solution was concentrated to dryness to leave the crystalline product. The solid was triturated with cold petroleum ether and dried to afford 0.55 g (80.9%) of the title compound, mp. 125°-127° C.

Workup

  1. customprepared
  2. concentrationThe solution was concentrated to dryness
  3. customto leave the crystalline product
  4. customThe solid was triturated with cold petroleum ether
  5. customdried

Sources & evidence

ORD record
ord-eb8c44e4f53941ddac14595d269acb2c
Source dataset
uspto-grants-1985_02
Patent number
US04500526

Reaction notes

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