Formamide → HCID 178430095, compound

HRID 1958017Notes

Reaction equation

HRID 1958017 reaction equation
[NH2:1][C:2]1[N:3]=[C:4]([N:11]2[CH2:16][CH2:15][O:14][CH:13]([CH3:17])[CH2:12]2)[S:5][C:6]=1[C:7]([O:9]C)=O.[CH:18]([NH2:20])=O>>[CH3:17][CH:13]1[CH2:12][N:11]([C:4]2[S:5][C:6]3[C:7](=[O:9])[N:20]=[CH:18][NH:1][C:2]=3[N:3]=2)[CH2:16][CH2:15][O:14]1

Participants

3

Reactant 2

HCID 713FormamideHCID 66780183Methyl 4-amino-2-(2-methylmorpholino)thiazole-5-carboxylate

Product 1

HCID 178430095HCID 178430095, compoundYield 73%

Procedure

The solution of methyl 4-amino-2-(2-methylmorpholino)thiazole-5-carboxylate (1.4 g, 5.4 mmol) in formamide (5 mL) was stirred at 200° C. for 1.5 hours. The mixture was cooled to ambient temperature. The precipitate was collected through filtration and washed with water to give the desired product (1.0 g, 73%). 1H NMR (300 MHz, d6-DMSO) δ 12.42 (br, 1H), 8.09 (s, 1H), 3.93˜3.82 (m, 3H), 3.61-3.54 (m, 2H), 3.24 (m, 1H), 2.92 (m, 1H), 1.16 (m, 3H); LC-MS: 253 (MH+).

Workup

  1. filtrationThe precipitate was collected through filtration
  2. washwashed with water

Sources & evidence

ORD record
ord-7638fef6c64840b5a96104541f700a2b
Source dataset
uspto-grants-2013_04
Patent number
US08410095B2

Reaction notes

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