Methanol → HCID 178456468, compound

HRID 621480Notes

Reaction equation

HRID 621480 reaction equation
[F:1][C:2]1[CH:21]=[CH:20][C:5]([CH2:6][N:7]2[C:14]([NH:15][NH2:16])=[CH:13][C:11](=[O:12])[N:10]([CH2:17][CH2:18][CH3:19])[C:8]2=[O:9])=[CH:4][CH:3]=1.[CH3:22][N:23]=[C:24]=S.CO>CN(C=O)C>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][N:7]2[C:14]3[NH:15][N:16]=[C:22]([NH:23][CH3:24])[C:13]=3[C:11](=[O:12])[N:10]([CH2:17][CH2:18][CH3:19])[C:8]2=[O:9])=[CH:20][CH:21]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 11167Methyl isothiocyanateHCID 21243187HCID 21243187, compound

Product 1

HCID 178456468HCID 178456468, compoundYield 36%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 1-(4-fluorobenzyl)-6-hydrazino-3-propyluracil (1.5 g, 5.1 mM) and methyl isothiocyanate (1.2 ml, 17 mM) in DMF (20 ml) was heated at 120° C. for 24 hours. To the solution was added 50% methanol (10 ml) and the mixture was cooled to give crystals. Recrystallization from DMF/methanol/water gave pale yellow crystals (0.62 g, 36%), m.p. 262°-265° C.

Workup

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

Sources & evidence

ORD record
ord-f4a4a4f1bc9d4b419c5d1fb95a6e8b4e
Source dataset
uspto-grants-1989_04
Patent number
US04824848

Reaction notes

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