Methanol → HCID 21315261, compound

HRID 66260Notes

Reaction equation

HRID 66260 reaction equation
[CH3:1][O-:2].[Na+].CO.Cl[CH2:7][N:8]([CH3:13])[S:9]([Cl:12])(=[O:11])=[O:10]>C1C=CC=CC=1>[CH3:1][O:2][CH2:7][N:8]([CH3:13])[S:9]([Cl:12])(=[O:11])=[O:10]

Participants

5

Reactant 3

HCID 887MethanolHCID 10942334Sodium MethoxideHCID 54474592N-chloromethyl-N-methylsulfamic acid chloride

Product 1

HCID 21315261HCID 21315261, compoundYield 67%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Conditions

Temperature
25 °C

Procedure

A solution of 13.5 parts of sodium methylate in 110 parts of methanol is added, in the course of 15 minutes at from 0 to 5° C., to a mixture of 44.5 parts of N-chloromethyl-N-methylsulfamic acid chloride in 260 parts of benzene. The reaction mixture is then stirred for 2 hours at 25° C., after which the sodium chloride which has precipitated is filtered off. After removing the solvent under reduced pressure, distillation gives 29.1 parts (67% of theory) of N-methoxymethyl-N-methylsulfamic acid chloride of boiling point 84-87° C./12 mbar and nD25 = 1.4536.

Workup

  1. customafter which the sodium chloride which has precipitated
  2. filtrationis filtered off
  3. customAfter removing the solvent
  4. distillationunder reduced pressure, distillation

Sources & evidence

ORD record
ord-9adc7065172c43fc8fe1f6230b25a664
Source dataset
uspto-grants-1978_12
Patent number
US04131620

Reaction notes

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