Acetic Acid → HCID 10686686, compound

HRID 615170Notes

Reaction equation

HRID 615170 reaction equation
C(O)(=O)C.[Cl:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]2[N:13]=[C:14]3[N:18]([CH:19]=2)[C:17]2[CH:20]=[CH:21][CH:22]=[CH:23][C:16]=2[S:15]3)=[CH:8][CH:7]=1.[N:24]([O-])=[O:25].[Na+]>O>[Cl:5][C:6]1[CH:7]=[CH:8][C:9]([C:12]2[N:13]=[C:14]3[N:18]([C:19]=2[N:24]=[O:25])[C:17]2[CH:20]=[CH:21][CH:22]=[CH:23][C:16]=2[S:15]3)=[CH:10][CH:11]=1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 667714HCID 667714, compoundHCID 23668193Sodium Nitrite

Product 1

HCID 10686686HCID 10686686, compoundYield 64.8%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To 700 ml of acetic acid was added 14 g of 2-(p-chlorophenyl)imidazo[2,1-b]benzothiazole and after adding thereto 5 g of sodium nitrite with stirring at room temperature, the mixture was stirred for 3 hours. Thereafter, 500 ml of water was added to the mixture and the crystals thus formed were recovered by filtration and washed with water, then n-hexane, and further with 400 ml of chloroform to provide 10 g of 2-(p-chlorophenyl)-3-nitrosoimidazo[2,1-b]benzothiazole. The product was recrystallized from chloroform to provide crystals having a melting point of 203°-206° C.

Workup

  1. additionafter adding
  2. customthe crystals thus formed
  3. filtrationwere recovered by filtration
  4. washwashed with water

Sources & evidence

ORD record
ord-7e3994ca8d8c4419ab733d64f8bce9d0
Source dataset
uspto-grants-1985_02
Patent number
US04497817

Reaction notes

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