Acetic Anhydride → Ethyl 4-formamidopyrimidine-2-carboxylate
Reaction equation
[C:1](OC(=O)C)(=[O:3])C.[NH2:8][C:9]1[CH:14]=[CH:13][N:12]=[C:11]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[N:10]=1>C(O)=O>[CH:1]([NH:8][C:9]1[CH:14]=[CH:13][N:12]=[C:11]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[N:10]=1)=[O:3]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of formic acid (100 g) and acetic anhydride (204 g) was stirred for half an hour at ambient temperature. To the solution was added ethyl 4-aminopyrimidine-2-carboxylate (30 g) and the mixture was stirred for 1.5 hours at 70° to 75° C. and then evaporated to dryness. The residue was triturated with ethanol, collected by filtration and washed with ethanol to give ethyl 4-formamidopyrimidine-2-carboxylate (20.0 g), mp 205°-206° C.
Workup
- stirringthe mixture was stirred for 1.5 hours at 70° to 75° C.
- customevaporated to dryness
- customThe residue was triturated with ethanol
- filtrationcollected by filtration
- washwashed with ethanol
Sources & evidence
- ORD record
- ord-e548279836c24a28b232724f43f02c12
- Source dataset
- uspto-grants-1983_07
- Patent number
- US04395411
Reaction notes
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