1,1'-Carbonyldiimidazole → HCID 178473774, compound

HRID 1106111Notes

Reaction equation

HRID 1106111 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° 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-74dd53d585c84cc6878cd7819546c886
Source dataset
uspto-grants-1982_01
Patent number
US04311699

Reaction notes

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