Aluminum(III) Chloride → HCID 13145684, compound

HRID 2166848Notes

Reaction equation

HRID 2166848 reaction equation
[Cl:1][C:2]1[C:7]([Cl:8])=[C:6]([S:9][C:10]2[CH:15]=[CH:14][C:13]([N+:16]([O-:18])=[O:17])=[CH:12][CH:11]=2)[CH:5]=[CH:4][C:3]=1[O:19]CC.[Al+3].[Cl-].[Cl-].[Cl-]>C(Cl)Cl>[Cl:1][C:2]1[C:7]([Cl:8])=[C:6]([S:9][C:10]2[CH:11]=[CH:12][C:13]([N+:16]([O-:18])=[O:17])=[CH:14][CH:15]=2)[CH:5]=[CH:4][C:3]=1[OH:19]

Participants

4

Reactant 2

HCID 6451240Aluminum(III) Chloride3×HCID 13145683HCID 13145683, compound

Product 1

HCID 13145684HCID 13145684, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of the compound from Example 17 (10 g., 0.029 mole) in 400 ml. of methylene chloride was treated with 8.52 g. of AlCl3 all at once at 0°. The reaction mixture was stirred overnight at room temperature and an additional 3.87 g. of AlCl3 was added. Stirring was continued for an additional 3 hours at which time 3.87 g. of AlCl3 was again added. After stirring for 41/2 hours, the mixture was poured into 800 ml. of crushed ice and the precipitate filtered. The solid was washed with ethanol and dried to give 8.67 g. of product, m.p. 204°.

Workup

  1. customonce at 0°
  2. stirringStirring
  3. waitwas continued for an additional 3 hours at which time 3.87 g
  4. stirringAfter stirring for 41/2 hours
  5. additionthe mixture was poured into 800 ml
  6. filtrationof crushed ice and the precipitate filtered
  7. washThe solid was washed with ethanol
  8. customdried
  9. customto give 8.67 g

Sources & evidence

ORD record
ord-6b5af4ce378240f5a73e96b70bc19856
Source dataset
uspto-grants-1983_06
Patent number
US04389416

Reaction notes

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