Dimethylformamide → HCID 178496383, compound

HRID 1447150Notes

Reaction equation

HRID 1447150 reaction equation
[CH3:1][O:2][CH2:3][C:4]([NH:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]2[N:18]=[C:17]([OH:19])[C:16]([C:20]([OH:22])=[O:21])=[CH:15][N:14]=2)=[CH:9][CH:8]=1)=[O:5].C(N1C=CN=C1)(N1C=CN=C1)=O.CN(C)C=O>CCOCC>[N-:18]1[CH:17]=[CH:16][N:14]=[CH:13]1.[CH3:1][O:2][CH2:3][C:4]([NH:6][C:7]1[CH:8]=[CH:9][C:10]([C:13]2[N:18]=[C:17]([OH:19])[C:16]([C:20]([OH:22])=[O:21])=[CH:15][N:14]=2)=[CH:11][CH:12]=1)=[O:5]

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 682631,1'-CarbonyldiimidazoleHCID 178496382HCID 178496382, compound

Product 1

HCID 178496383HCID 178496383, compoundYield 158.8%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A mixture of 3.03 g (10 mmol) of the above pyrimidine acid 3.2 g (20 mmol) of carbonyldiimidazole, and 40 ml of dimethylformamide is stirred at 50° for 1 hr and at room temperature for 2 hrs. The reaction is diluted with 50 ml of ether and the solid filtered, washed with acetonitrile and ether, and dried to give 2.94 g of 2-[4-(methoxyacetylamino)phenyl]-4-hydroxy-5-pyrimidine carboxylic acid imidazolide.

Workup

  1. filtrationthe solid filtered
  2. washwashed with acetonitrile and ether
  3. customdried

Sources & evidence

ORD record
ord-80f845a9d8d64fc4bce2a4e18ca2b230
Source dataset
uspto-grants-1982_02
Patent number
US04315933

Reaction notes

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