Acetic Anhydride → HCID 12837905, compound

HRID 1065294Notes

Reaction equation

HRID 1065294 reaction equation
[C:1](OC(=O)C)(=[O:3])[CH3:2].[Cl:8][CH:9]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[C:10]([NH2:12])=[O:11]>S(=O)(=O)(O)O.O>[C:1]([NH:12][C:10](=[O:11])[CH:9]([Cl:8])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)(=[O:3])[CH3:2]

Participants

5

Reactant 2

HCID 7918Acetic AnhydrideHCID 3449712-chloro-2-phenylacetamide

Product 1

HCID 12837905HCID 12837905, compound

Reagents, catalysts & solvents 2

HCID 1118Sulfuric AcidCatalystHCID 962WaterSolvent

Procedure

To a solution of one drop of concentrated sulfuric acid in 5 ml. of acetic anhydride was added 2 g. of the amide of Step A above, and the reaction mixture was heated on a steam bath for 1.5 hours. The resulting yellow solution was stirred with ice and water and 2.1 g. of precipitate was soon collected. The precipitate was dissolved in about 15 ml. of dichloromethane, after which petroleum ether was carefully added to near the cloud point. Short white needles of precipitate formed to give a yield of 1.9 g. having an m.p. of 101°-102° C.

Workup

  1. customof precipitate was soon collected
  2. dissolutionThe precipitate was dissolved in about 15 ml
  3. additionof dichloromethane, after which petroleum ether was carefully added to near the cloud point
  4. customShort white needles of precipitate formed
  5. customto give a yield of 1.9 g

Sources & evidence

ORD record
ord-bcdc9a82cd80436eba742b5afc2eb589
Source dataset
uspto-grants-1982_05
Patent number
US04329363

Reaction notes

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