Ethanol → HCID 178448668, compound

HRID 621491Notes

Reaction equation

HRID 621491 reaction equation
[CH2:1]([N:5]1[C:10](=[O:11])[CH:9]=[C:8]([NH:12][NH2:13])[N:7]([CH2:14][C:15]2[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][CH:16]=2)[C:6]1=[O:23])[CH2:2][CH2:3][CH3:4].[CH3:24][N:25]=[C:26]=S.C(O)C>CN(C=O)C>[CH2:1]([N:5]1[C:10](=[O:11])[C:9]2[C:24]([NH:25][CH3:26])=[N:13][NH:12][C:8]=2[N:7]([CH2:14][C:15]2[CH:16]=[CH:17][C:18]([O:21][CH3:22])=[CH:19][CH:20]=2)[C:6]1=[O:23])[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 3

HCID 702EthanolHCID 11167Methyl isothiocyanateHCID 14100173HCID 14100173, compound

Product 1

HCID 178448668HCID 178448668, compoundYield 53%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 3-butyl-6-hydrazino-1-(4-methoxybenzyl)-uracil (2.0 g, 6.3 mM) and methyl isothiocyanate (1.36 ml, 20 mM) in DMF (20 ml) was stirred at 120° C. for 20 hours. To the solution was added ethanol (20 ml) and the mixture was cooled to give crude crystals. Recrystallization from DMF/ethanol gave colorless crystals (1.2 g, 53%), m.p. 292°-294° C.

Workup

  1. temperaturethe mixture was cooled
  2. customto give crude crystals
  3. customRecrystallization from DMF/ethanol

Sources & evidence

ORD record
ord-f1669c7bd0df49dfa64724afe2c212b4
Source dataset
uspto-grants-1989_04
Patent number
US04824848

Reaction notes

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