Hydrochloric Acid → HCID 131711176, compound

HRID 2419134Notes

Reaction equation

HRID 2419134 reaction equation
[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[S:3][C:2]1=[N:10][CH2:11][CH2:12][N:13]([CH3:15])[CH3:14].[ClH:16]>C(OCC)C>[ClH:16].[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[S:3][C:2]1=[N:10][CH2:11][CH2:12][N:13]([CH3:15])[CH3:14]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 12494976HCID 12494976, compound

Product 1

HCID 131711176HCID 131711176, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A solution of N'-(1,3-benzodithiol-2-ylidene)-N,N-dimethyl-1,2-ethanediamine (2.0g, prepared as described in Example 15) in 100 ml of diethyl ether is treated dropwise with ethereal hydrogen chloride until precipitation is complete. The white solid thus obtained is filtered, washed with diethyl ether, and recrystallized from acetonitrile. The recrystallized material was filtered and washed with diethyl ether before drying over phosphorous pentoxide for four days. Analysis of this product (1.4g) indicates it to be a mixture of mono- and dihydrochloride. The product is recrystallized from ethanol with the addition of 5 ml of ethereal hydrogen chloride. The recrystallized solid is filtered under nitrogen, washed with diethyl ether, and dried under nitrogen at atmospheric pressure to yield 1.2g of the title compound, melting point 218°-220° C.

Workup

  1. customThe white solid thus obtained
  2. filtrationis filtered
  3. washwashed with diethyl ether
  4. customrecrystallized from acetonitrile
  5. filtrationThe recrystallized material was filtered
  6. washwashed with diethyl ether
  7. dry with materialbefore drying over phosphorous pentoxide for four days
  8. additiona mixture of mono- and dihydrochloride
  9. customThe product is recrystallized from ethanol with the addition of 5 ml of ethereal hydrogen chloride
  10. filtrationThe recrystallized solid is filtered under nitrogen
  11. washwashed with diethyl ether
  12. customdried under nitrogen at atmospheric pressure

Sources & evidence

ORD record
ord-bf84c88b8ec942ff89dfcc0614783372
Source dataset
uspto-grants-1978_08
Patent number
US04104467

Reaction notes

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