Methanol → HCID 21315261, compound

HRID 66261Notes

Reaction equation

HRID 66261 reaction equation
[CH3:1][OH:2].Cl[CH2:4][N:5]([CH3:10])[S:6]([Cl:9])(=[O:8])=[O:7].C1CCCCC1>C(N(CC)CC)C>[CH3:1][O:2][CH2:4][N:5]([CH3:10])[S:6]([Cl:9])(=[O:8])=[O:7]

Participants

5

Reactant 3

HCID 887MethanolHCID 8078CyclohexaneHCID 54474592N-chloromethyl-N-methylsulfamic acid chloride

Product 1

HCID 21315261HCID 21315261, compoundYield 72%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Conditions

Temperature
40 °C

Procedure

500 parts of methanol are added in the course of 2 minutes at 25° C. to a mixture of 400 parts of N-chloromethyl-N-methylsulfamic acid chloride and 1,000 parts of cyclohexane. 227 parts of triethylamine are then added in the course of 30 minutes at from 0 to 7° C. The reaction mixture is then stirred for one hour at 40° C., after which it is concentrated under reduced pressure. The hydrochloride which has precipitated is filtered off and the filtrate is distilled, giving 282 parts (72% of theory) of N-methoxymethyl-N-methylsulfamic acid chloride of boiling point 84°-87° C./12 mbar and nD25 = 1.4536.

Workup

  1. concentrationafter which it is concentrated under reduced pressure
  2. customThe hydrochloride which has precipitated
  3. filtrationis filtered off
  4. distillationthe filtrate is distilled

Sources & evidence

ORD record
ord-e60520b5e0ae4769a9a5cad83e38f4ef
Source dataset
uspto-grants-1978_12
Patent number
US04131620

Reaction notes

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