1,1'-Carbonyldiimidazole → HCID 178473774, compound

HRID 2286616Notes

Reaction equation

HRID 2286616 reaction equation
[C:1]([N:4]1[CH2:27][CH2:26][CH2:25][CH:5]1[C:6]([NH:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[N:20]=[C:19]([OH:21])[C:18]([C:22]([OH:24])=[O:23])=[CH:17][N:16]=2)=[CH:11][CH:10]=1)=[O:7])(=[O:3])[CH3:2].C(N1C=CN=C1)(N1C=CN=C1)=O>O1CCCC1>[N-:20]1[CH:19]=[CH:18][N:16]=[CH:15]1.[C:1]([N:4]1[CH2:27][CH2:26][CH2:25][CH:5]1[C:6]([NH:8][C:9]1[CH:10]=[CH:11][C:12]([C:15]2[N:20]=[C:19]([OH:21])[C:18]([C:22]([OH:24])=[O:23])=[CH:17][N:16]=2)=[CH:13][CH:14]=1)=[O:7])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 682631,1'-CarbonyldiimidazoleHCID 178473773HCID 178473773, compound

Product 1

HCID 178473774HCID 178473774, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 7.4 g (20 mmol) of (2-[4-(N-acetyl-DL-prolylamino)phenyl]-4-hydroxy-5-pyrimidine carboxylic acid and 6.48 g (40 mmol) of carbonyldiimidazole in 75 ml of tetrahydrofuran is stirred at 51°-52° C. for 1 hr and at room temperature overnight. The reaction mixture is filtered and the solid washed with tetrahydrofuran and ether giving 5.8 grams of the title imidazolide.

Workup

  1. filtrationThe reaction mixture is filtered
  2. washthe solid washed with tetrahydrofuran and ether giving 5.8 grams of the title imidazolide

Sources & evidence

ORD record
ord-21f7b0127f9b4f20badaa684b0d38abd
Source dataset
uspto-grants-1981_05
Patent number
US04267180

Reaction notes

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