Water → HCID 13589487, compound

HRID 2073622Notes

Reaction equation

HRID 2073622 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[CH:11]([C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([N+:18]([O-:20])=[O:19])[CH:13]=2)[N:10]2[CH:21]=[CH:22][N:23]=[C:9]2[NH:8][C:7]=1[CH:24]=[N:25]O)=[O:5])[CH3:2].C([O-])(=O)C.[Na+].C(OC(=O)C)(=O)C.O>C(O)(=O)C>[C:24]([C:7]1[NH:8][C:9]2[N:10]([CH:21]=[CH:22][N:23]=2)[CH:11]([C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([N+:18]([O-:20])=[O:19])[CH:13]=2)[C:6]=1[C:4]([O:3][CH2:1][CH3:2])=[O:5])#[N:25]

Participants

6

Reactant 4

HCID 962WaterHCID 7918Acetic AnhydrideHCID 517045Sodium AcetateHCID 86743865HCID 86743865, compound

Product 1

HCID 13589487HCID 13589487, compoundYield 42.1%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A solution of 6-ethoxycarbonyl-7-hydroxyiminomethyl-5-(3-nitrophenyl)-5,8-dihydroimidazo[1,2-a]pyrimidine (1.25 g), 0.29 g of sodium acetate and 0.4 ml of acetic anhydride in 15 ml of acetic acid is stirred with heating at 80°-90° C. for 30 minutes. The reaction solution is poured into water and precipitated crystals are collected by filtration. Recrystallization from a mixture of chloroform and ethanol gives 0.5 g of 7-cyano-6-ethoxycarbonyl-5-(3-nitrophenyl)-5,8-dihydroimidazo[1,2-a]pyrimidine, melting at 260°-261° C. with decomposition.

Workup

  1. temperaturewith heating at 80°-90° C. for 30 minutes
  2. customprecipitated crystals
  3. filtrationare collected by filtration
  4. customRecrystallization
  5. additionfrom a mixture of chloroform and ethanol

Sources & evidence

ORD record
ord-bd2cc327673b4bcc912d1aaa716fc8fa
Source dataset
uspto-grants-1990_04
Patent number
US04918074

Reaction notes

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