Acetic Acid → HCID 13115810, compound

HRID 1106036Notes

Reaction equation

HRID 1106036 reaction equation
C(O[C:4]([C:6]1[C:7]([NH:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=2[NH2:25])=[N:8][C:9]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[N:10][CH:11]=1)=[O:5])C.[Na].C(O)(=O)C.O>C(O)C>[C:12]1([C:9]2[N:10]=[CH:11][C:6]3[C:4](=[O:5])[NH:25][C:20]4[CH:21]=[CH:22][CH:23]=[CH:24][C:19]=4[NH:18][C:7]=3[N:8]=2)[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 962WaterHCID 5360545SodiumHCID 20554387Ethyl 4-[(2-aminophenyl)amino]-2-phenyl-5-pyrimidinecarboxylate

Product 1

HCID 13115810HCID 13115810, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

78 g of 5-ethoxycarbonyl-4-(2-aminoanilino)-2-phenylpyrimidine are added to a freshly prepared boiling solution of 8 g (350 mmol) of sodium in 250 ml of absolute ethanol, while stirring. The suspension which has been formed thereby is heated under reflux for about 45 minutes until complete solution is effected. After cooling, the mixture is neutralized with 20 ml (350 mmol) of glacial acetic acid. 200 ml of ethanol and 200 ml of water are added, the precipitate is filtered off, washed with water and dried in vacuo; yield: 66 g (97%), with m.p. 260° to 261° C. (from dimethyl formamide/water).

Workup

  1. customa freshly prepared
  2. customThe suspension which has been formed
  3. temperaturethereby is heated
  4. temperatureunder reflux for about 45 minutes until complete solution
  5. temperatureAfter cooling
  6. filtrationthe precipitate is filtered off
  7. washwashed with water
  8. customdried in vacuo

Sources & evidence

ORD record
ord-7b15467b01b541e386ad4d5894065867
Source dataset
uspto-grants-1982_01
Patent number
US04311700

Reaction notes

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