Hydrochloric Acid → HCID 86642847, compound

HRID 1667786Notes

Reaction equation

HRID 1667786 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)[C:20]([O:28][CH3:29])=[CH:19][C:18]=3[N+:30]([O-:32])=[O:31])[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])[C:20]([O:28][CH3:29])=[CH:19][C:18]=3[N+:30]([O-:32])=[O:31])[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 86642846HCID 86642846, compound

Product 1

HCID 86642847HCID 86642847, compoundYield 77%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 0.200 g (0.42 mmole) of 4-(3-chloro-phenyl)-2-(5-dimethoxymethyl-4-methoxy-2-nitro-phenylamino)-thiazole-5-carboxylic acid amide (VI.46a), 6 mL of acetonitrile, 2 mL of 6 M hydrochloric acid heated at reflux for 2 hours. The mixture was diluted with 200 mL of ice-water and the purple precipitate was collected by filtration, washed with water, and air dried to give 0.140 g of 4-(3-chloro-phenyl)-2-(5-formyl-4-methoxy-2-nitro-phenylamino)-thiazole-5-carboxylic acid amide (VI.46b).

Workup

  1. temperatureheated
  2. temperatureat reflux for 2 hours
  3. filtrationthe purple precipitate was collected by filtration
  4. washwashed with water, and air
  5. customdried

Sources & evidence

ORD record
ord-03928b4f59e84e919bcba3f979d508d5
Source dataset
uspto-grants-2011_10
Patent number
US08044213B2

Reaction notes

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