Ethanol → HCID 178474137, compound

HRID 917944Notes

Reaction equation

HRID 917944 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([C:8]2[N:13]=[C:12]([OH:14])[C:11]([C:15]([O:17]CC)=[O:16])=[CH:10][N:9]=2)[CH:5]=[CH:6][CH:7]=1.[CH2:20]([OH:22])[CH3:21].[OH-].[K+]>O>[C:20]([NH:1][C:2]1[CH:3]=[C:4]([C:8]2[N:13]=[C:12]([OH:14])[C:11]([C:15]([OH:17])=[O:16])=[CH:10][N:9]=2)[CH:5]=[CH:6][CH:7]=1)(=[O:22])[CH3:21]

Participants

5

Reactant 3

HCID 702EthanolHCID 14797Potassium HydroxideHCID 178469742HCID 178469742, compound

Product 1

HCID 178474137HCID 178474137, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The crude residual 2-(m-aminophenyl)-4-hydroxy-5-carbethoxypyrimidine is heated for 4.5 hrs. in 150 ml. of ethanol containing 1.12 g. (0.02 mole) of potassium hydroxide and 25 ml. of water. The mixture is concentrated under reduced pressure to a small volume and sufficient 6N hydrochloric acid added such that the aqueous phase is just acid to Congo red paper. The resulting solid, 2-(m-aminophenyl-4-hydroxy-5-carboxypyrimidine, is filtered and dried.

Workup

  1. concentrationThe mixture is concentrated under reduced pressure to a small volume and sufficient 6N hydrochloric acid added such that the aqueous phase
  2. filtrationThe resulting solid, 2-(m-aminophenyl-4-hydroxy-5-carboxypyrimidine, is filtered
  3. customdried

Sources & evidence

ORD record
ord-64b278661ba346adb9b2aece040742bd
Source dataset
uspto-grants-1976_07
Patent number
US03968213

Reaction notes

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