Ethanol → HCID 86732866, compound

HRID 1579311Notes

Reaction equation

HRID 1579311 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:10]=[C:9]([O:11][CH3:12])[C:8]([CH2:13][C:14]2[C:15]([NH2:21])=[N:16][C:17]([NH2:20])=[N:18][CH:19]=2)=[C:7]([O:22][CH3:23])[CH:6]=1)=[O:4].[Na].[CH2:25](O)C>>[CH2:1]([O:2][C:3]([C:5]1[CH:6]=[C:7]([O:22][CH3:23])[C:8]([CH2:13][C:14]2[C:15]([NH2:21])=[N:16][C:17]([NH2:20])=[N:18][CH:19]=2)=[C:9]([O:11][CH3:12])[CH:10]=1)=[O:4])[CH3:25]

Participants

4

Reactant 3

HCID 702EthanolHCID 5360545SodiumHCID 86732867HCID 86732867, compound

Product 1

HCID 86732866HCID 86732866, compound

Procedure

2.0 G. of α-(2,4-diamino-5-pyrimidinyl)-2,6-dimethoxy-p-toluic acid methyl ester were added to a solution of about 100 mg. of sodium metal in 200 ml. of absolute ethanol. The solution was heated at reflux for 48 hours and filtered. The filtrate was concentrated to 1/4 and cooled. The precipitated α-(2,4-diamino-5-pyrimidinyl)-2,6-dimethoxy-p-toluic acid ethyl ester was removed by filtration under vacuum and recrystallized from ethanol, m.p. 201°-202°.

Workup

  1. temperatureThe solution was heated
  2. temperatureat reflux for 48 hours
  3. filtrationfiltered
  4. concentrationThe filtrate was concentrated to 1/4
  5. temperaturecooled
  6. customThe precipitated α-(2,4-diamino-5-pyrimidinyl)-2,6-dimethoxy-p-toluic acid ethyl ester was removed by filtration under vacuum
  7. customrecrystallized from ethanol, m.p. 201°-202°

Sources & evidence

ORD record
ord-2b4a1d64214d40d8b3918841b0ba09c7
Source dataset
uspto-grants-1976_01
Patent number
US03931181

Reaction notes

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