Methanol → HCID 178448672, compound

HRID 621495Notes

Reaction equation

HRID 621495 reaction equation
[CH2:1]([O:8][CH2:9][CH2:10][N:11]1[C:18]([NH:19][NH2:20])=[CH:17][C:15](=[O:16])[N:14]([CH2:21][CH2:22][CH2:23][CH3:24])[C:12]1=[O:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:25][N:26]=[C:27]=S.CO>CN(C=O)C>[CH2:1]([O:8][CH2:9][CH2:10][N:11]1[C:18]2[NH:19][N:20]=[C:25]([NH:26][CH3:27])[C:17]=2[C:15](=[O:16])[N:14]([CH2:21][CH2:22][CH2:23][CH3:24])[C:12]1=[O:13])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 11167Methyl isothiocyanateHCID 21243184HCID 21243184, compound

Product 1

HCID 178448672HCID 178448672, compoundYield 40%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 1-(2-benzyloxyethyl)-3-butyl-6-hydrazinouracil (2.1 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 50% methanol (20 ml) and the mixture was cooled to give crystals. Recrystallization from DMF/methanol/water gave pale yellow crystals (0.94 g, 40%), m.p. 214°-216° C.

Workup

  1. temperaturethe mixture was cooled
  2. customto give crystals
  3. customRecrystallization from DMF/methanol/water

Sources & evidence

ORD record
ord-e293b59aed364e68b4ff0167c6636770
Source dataset
uspto-grants-1989_04
Patent number
US04824848

Reaction notes

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