Pyridine → HCID 54060299, compound

HRID 2286158Notes

Reaction equation

HRID 2286158 reaction equation
N1C=CC=CC=1.[C:7](Cl)(=[O:9])[CH3:8].C(Cl)Cl.[CH2:14]([NH:16][S:17]([Cl:20])(=[O:19])=[O:18])[CH3:15]>O>[C:7]([N:16]([CH2:14][CH3:15])[S:17]([Cl:20])(=[O:19])=[O:18])(=[O:9])[CH3:8]

Participants

6

Reactant 4

HCID 1049PyridineHCID 6344DichloromethaneHCID 6367Acetyl chlorideHCID 11040810Ethylsulfamoyl chloride

Product 1

HCID 54060299HCID 54060299, compoundYield 79%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
22 °C

Procedure

197.8 parts of pyridine are introduced in the course of 20 minutes at -10° C., whilst stirring, into a solution of 196.3 parts of acetyl chloride in 1,350 parts of methylene chloride. 359 parts of ethylsulfamic acid chloride are then added at the same temperature. The reaction mixture is stirred for half an hour at 0° C. and one hour at 22° C. Thereafter, the mixture is stirred for 5 minutes with 800 parts of water at 9° C. and pH 1. The organic phase is then separated off from the 2-phase mixture formed, and is filtered and subjected to fractional distillation. 367 parts (79% of theory) of N-acetyl-N-ethylsulfamic acid chloride, of boiling point 34°-40° C./0.11 mbar and nD25 =1.4595, are obtained.

Workup

  1. customThe organic phase is then separated off from the 2-phase mixture
  2. customformed
  3. filtrationis filtered
  4. distillationsubjected to fractional distillation

Sources & evidence

ORD record
ord-c68ab731cfe4437ca3a4f1744879ef14
Source dataset
uspto-grants-1982_04
Patent number
US04327034

Reaction notes

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