Hydrochloric Acid → HCID 86642809, compound

HRID 1667686

Reaction equation

HRID 1667686 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[N:9]=[C:10]([NH:16][C:17]3[CH:22]=[C:21]([CH:23](OC)[O:24]C)[CH:20]=[CH:19][C:18]=3[N+:28]([O-:30])=[O:29])[S:11][C:12]=2[C:13]([NH2:15])=[O:14])[CH:5]=[CH:6][CH:7]=1.Cl>C(#N)C>[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[N:9]=[C:10]([NH:16][C:17]3[CH:22]=[C:21]([CH:23]=[O:24])[CH:20]=[CH:19][C:18]=3[N+:28]([O-:30])=[O:29])[S:11][C:12]=2[C:13]([NH2:15])=[O:14])[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 866428084-(3-Chloro-phenyl)-2-(5-dimethoxymethyl-2-nitro-phenylamino)-thiazole-5-carboxylic acid amide

Product 1

HCID 86642809HCID 86642809, compoundYield 82.8%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 4.43 g (9.9 mmole) of 4-(3-chloro-phenyl)-2-(5-dimethoxymethyl-2-nitro-phenylamino)-thiazole-5-carboxylic acid amide (VI.2a), 80 mL of acetonitrile and 20 mL of 1 M hydrochloric acid was heated at 60 degrees for 2 hours. The mixture was diluted with 200 mL of ice-water. The precipitate was collected by filtration, washed with water, and air dried to give 3.3 g of 4-(3-chloro-phenyl)-2-(5-formyl-2-nitro-phenylamino)-thiazole-5-carboxylic acid amide (VI.2b) as an orange solid.

Workup

  1. temperaturewas heated at 60 degrees for 2 hours
  2. filtrationThe precipitate was collected by filtration
  3. washwashed with water, and air
  4. customdried

Sources & evidence

ORD record
ord-b0d990c1177d4b6e98c30ec1e439b6dd
Source dataset
uspto-grants-2011_10
Patent number
US08044213B2

Linked notes

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