Acetic Acid → HCID 15535477, compound

HRID 1106035Notes

Reaction equation

HRID 1106035 reaction equation
C([O:3][C:4]([C:6]1[C:7]([NH:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=2[NH:25][CH3:26])=[N:8][C:9]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[N:10][CH:11]=1)=O)C.[Na].C(O)(=O)C.O>C(O)C>[CH3:26][N:25]1[C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][C:19]=2[NH:18][C:7]2[N:8]=[C:9]([C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=3)[N:10]=[CH:11][C:6]=2[C:4]1=[O:3]

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 962WaterHCID 5360545SodiumHCID 20554388HCID 20554388, compound

Product 1

HCID 15535477HCID 15535477, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

34.8 g (0.1 mol) of 5-ethoxycarbonyl-4-(2-methylaminoanilino)-2-phenylpyrimidine are added to a freshly prepared, hot solution of 6.8 g (0.296 mol) of sodium in 99 ml of absolute ethanol, while stirring. The orange-colored suspension which has been formed thereby is heated for a further 30 minutes under reflux and is allowed to cool; 19.7 ml of glacial acetic acid and 19.4 ml of water are added and the mixture is stirred for a further 30 minutes. The yellow precipitate is filtered off, washed with water and dried in vacuo; yield: 26 g, with m.p. 227° C. (from ethanol).

Workup

  1. customa freshly prepared
  2. customThe orange-colored suspension which has been formed
  3. temperaturethereby is heated for a further 30 minutes
  4. temperatureunder reflux
  5. temperatureto cool
  6. filtrationThe yellow precipitate is filtered off
  7. washwashed with water
  8. customdried in vacuo

Sources & evidence

ORD record
ord-29be5380193f4920842cc43b5283044a
Source dataset
uspto-grants-1982_01
Patent number
US04311700

Reaction notes

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