1,1'-Carbonyldiimidazole → HCID 178524752, compound

HRID 1447147Notes

Reaction equation

HRID 1447147 reaction equation
[F:1][C:2]([F:23])([F:22])[C:3]([NH:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]2[N:17]=[C:16]([OH:18])[C:15]([C:19]([OH:21])=[O:20])=[CH:14][N:13]=2)=[CH:8][CH:7]=1)=[O:4].C(N1C=CN=C1)(N1C=CN=C1)=O>O1CCCC1>[N-:17]1[CH:16]=[CH:15][N:13]=[CH:12]1.[F:23][C:2]([F:1])([F:22])[C:3]([NH:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]2[N:17]=[C:16]([OH:18])[C:15]([C:19]([OH:21])=[O:20])=[CH:14][N:13]=2)=[CH:8][CH:7]=1)=[O:4]

Participants

4

Reactant 2

HCID 682631,1'-CarbonyldiimidazoleHCID 178524751HCID 178524751, compound

Product 1

HCID 178524752HCID 178524752, compoundYield 135.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 17.0 g (52 mmol) of the above pyrimidine acid, 16.85 g (104 mmol) of carbonyldiimidazole, and 170 ml tetrahydrofuran is stirred at 44°-50° for 35 min and at room temperature for 2 hrs. The solid is filtered, washed with tetrahydrofuran and ether, and dried overnight at 45° under reduced pressure to give 13.9 g of 2-[4-(trifluoroacetylamino)phenyl]-4-hydroxy-5-pyrimidine carboxylic acid imidazolide.

Workup

  1. filtrationThe solid is filtered
  2. washwashed with tetrahydrofuran and ether
  3. customdried overnight at 45° under reduced pressure

Sources & evidence

ORD record
ord-b21d9eaee52442e5a06517aae4bc4225
Source dataset
uspto-grants-1982_02
Patent number
US04315933

Reaction notes

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