Methyl iodide → HCID 13150548, compound

HRID 462331Notes

Reaction equation

HRID 462331 reaction equation
[OH:1][N:2]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[C:3]([NH:5][C:6]1[S:10][N:9]=[N:8][CH:7]=1)=[O:4].[H-].[Na+].[CH3:19]I>C(OC(C)C)(C)C>[CH3:19][O:1][N:2]([C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1)[C:3]([NH:5][C:6]1[S:10][N:9]=[N:8][CH:7]=1)=[O:4]

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 13150545HCID 13150545, compound

Product 1

HCID 13150548HCID 13150548, compound

Reagents, catalysts & solvents 1

HCID 7914Diisopropyl EtherSolvent

Conditions

Temperature
60 °C

Procedure

7.1 g (0.03 mole) 1-hydroxy-1-phenyl-3-(1,2,3-thiadiazole-5-yl)-urea were dissolved in 75 ml tetrahydrafuran and reacted with 1.44 g (0.03 mole) of a 50% dispersion of sodium hydride in oil. After an hour had elapsed at room temperature all of the gas evolvement had been completed and then 1.9 ml (0.03 mole) methyliodide were introduced and the reaction mixture over a period of 30 minutes heated to 60° C. Thereafter the reaction mixture was concentrated in vacuum and reacted with 100 ml of ice water. The resulting greasy crystals were digested with 50 ml diisopropylether and dried to a constant weight at 40° C. in vacuum.

Workup

  1. waitAfter an hour had elapsed at room temperature
  2. concentrationThereafter the reaction mixture was concentrated in vacuum
  3. customreacted with 100 ml of ice water
  4. customdried to a constant weight at 40° C. in vacuum

Sources & evidence

ORD record
ord-538f26837e9e49468fd434b07cbd9f14
Source dataset
uspto-grants-1985_05
Patent number
US04515619

Reaction notes

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