Isopropyl chloroformate → HCID 21453295, compound

HRID 1973581Notes

Reaction equation

HRID 1973581 reaction equation
Cl.[NH:2]=[C:3]1[S:6][CH2:5][S:4]1.Cl[C:8]([O:10][CH:11]([CH3:13])[CH3:12])=[O:9].C([O-])(=O)C.[Na+]>C1C=CC=CC=1>[CH:11]([O:10][C:8]([N:2]=[C:3]1[S:6][CH2:5][S:4]1)=[O:9])([CH3:13])[CH3:12]

Participants

5

Reactant 3

HCID 7917Isopropyl chloroformateHCID 517045Sodium AcetateHCID 14419807HCID 14419807, compound

Product 1

HCID 21453295HCID 21453295, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

To a well-stirred mixture of 2.8 g. of 2-imino-1,3-dithietane hydrochloride and 24.5 g. of isopropyl chloroformate was added 3.3 g. of powdered sodium acetate in small portions. After stirring for about one hour, the mixture was diluted with 50 ml. of benzene and stirred another hour. An ice-water mixture was added and mixing continued for two hours. The benzene phase was separated and the water extracted with fresh benzene. After combining and drying the benzene extracts, evaporation left 5.4 g. of off-white crude product. Recrystallization from hexane afforded 2.5 g. of white solid, m.p. 72.0°-73.0° C.

Workup

  1. additionTo a well-stirred mixture of 2.8 g
  2. additionthe mixture was diluted with 50 ml
  3. additionmixing
  4. waitcontinued for two hours
  5. customThe benzene phase was separated
  6. extractionthe water extracted with fresh benzene
  7. dry with materialdrying the benzene
  8. customevaporation
  9. waitleft 5.4 g
  10. customRecrystallization from hexane
  11. customafforded 2.5 g

Sources & evidence

ORD record
ord-6cf5ab0439214f818be9c04dd2232065
Source dataset
uspto-grants-1976_12
Patent number
US03997668

Reaction notes

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