Sulfuric Acid → HCID 15580988, compound

HRID 1902628Notes

Reaction equation

HRID 1902628 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8](O)[CH2:9][N:10]2[C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=3[S:12][C:11]2=[NH:19])=[CH:4][CH:3]=1.S(=O)(=O)(O)O.[OH-].[NH4+]>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[CH2:9][N:10]3[C:11]([S:12][C:13]4[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=43)=[N:19]2)=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 1118Sulfuric AcidHCID 14923Ammonium HydroxideHCID 15580987HCID 15580987, compound

Product 1

HCID 15580988HCID 15580988, compound

Procedure

A mixture of 4 parts of α-(4-chlorophenyl)-2-imino-3-benzothiazolineethanol and 23 parts of concentrated sulfuric acid is stirred first for 30 minutes in an ice-bath and further for 1 h. 30 at room temperature. The reaction mixture is poured onto crushed ice, alkalized with ammonium hydroxide and the product is extracted with trichloromethane. The extract is dried, filtered and evaporated. The solid residue is crystallized from 2-propanol, yielding 1.6 parts of 2-(4-chlorophenyl)-2,3-dihydroimidazo[2,1-b]benzothiazole; mp. 143.3° C.

Workup

  1. customat room temperature
  2. additionThe reaction mixture is poured
  3. customonto crushed ice
  4. extractionthe product is extracted with trichloromethane
  5. customThe extract is dried
  6. filtrationfiltered
  7. customevaporated
  8. customThe solid residue is crystallized from 2-propanol

Sources & evidence

ORD record
ord-ddefb600b3e34968bc830d2f989733e3
Source dataset
uspto-grants-1982_12
Patent number
US04364942

Reaction notes

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