Ethanol → HCID 178469372, compound

HRID 1637788Notes

Reaction equation

HRID 1637788 reaction equation
[OH:1][C:2]1[N:7]=[C:6]([S:8][CH2:9][C:10]2[CH:19]=[CH:18][C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[CH:11]=2)[N:5]=[C:4]([C:20]([OH:22])=[O:21])[CH:3]=1.[CH2:23](O)[CH3:24]>CN(C=O)C>[CH2:23]([O:21][C:20]([C:4]1[CH:3]=[C:2]([OH:1])[N:7]=[C:6]([S:8][CH2:9][C:10]2[CH:19]=[CH:18][C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[CH:11]=2)[N:5]=1)=[O:22])[CH3:24]

Participants

4

Reactant 2

HCID 702EthanolHCID 178524639HCID 178524639, compound

Product 1

HCID 178469372HCID 178469372, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 6-hydroxy-2-(2-naphthylmethylthio)-pyrimidine-4-carboxylic acid (2.50 g, 8.0 mmol) and 1,1-carbonyldiimidazole (1.94 g, 12 mmol) in DMF (30 ml) were stirred for 30 min, then treated with abs ethanol (8.0 ml). After 1.5 hrs of stirring, the reaction was poured onto water, stirred for 20 min, then filtered and dried to give 2.371 g (88%) of 6-hydroxy-2-(2-naphthylmethylthio)-pyrimidine-4-carboxylic acid ethyl ester.

Workup

  1. additionthe reaction was poured onto water
  2. stirringstirred for 20 min
  3. filtrationfiltered
  4. customdried

Sources & evidence

ORD record
ord-fac36888cbf2405cb5e51c4243a7b6d3
Source dataset
uspto-grants-2000_03
Patent number
US06043248

Reaction notes

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