Formic Acid → HCID 86744651, compound

HRID 358726Notes

Reaction equation

HRID 358726 reaction equation
[Cl:1][CH2:2][C:3]([C:5]1C=C(OC)[C:8]([CH3:13])=[CH:7][C:6]=1[NH:14][CH3:15])=[O:4].[C:16]([O:19][C:20](=O)[CH3:21])(=O)C.[CH:23](O)=[O:24].[OH-].[Na+]>O>[Cl:1][CH2:2][C:3]([C:5]1[CH:21]=[C:20]([O:19][CH3:16])[C:8]([CH3:13])=[CH:7][C:6]=1[N:14]([CH3:15])[CH:23]=[O:24])=[O:4]

Participants

6

Reactant 4

HCID 284Formic AcidHCID 7918Acetic AnhydrideHCID 14798Sodium HydroxideHCID 45117928HCID 45117928, compound

Product 1

HCID 86744651HCID 86744651, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

2-Chloro-5'-methoxy-4'-methyl-2'-(methylamino)acetophenone (10 g) is added at ambient temperature to a stirred mixture of acetic anhydride (23 ml) and formic acid (16 ml), previously stirred at 55° for a 1hour, and the resultant mixture is stirred for 2 hours at 20°. Water (80 ml) followed by aqueous sodium hydroxide (specific gravity 1.5, 60 ml) are added, whilst maintaining the temperature below 10°. The mixture is then extracted with dichloromethane to give a solution of 2'-(2-chloroacetyl)-4'-methoxy-5'-methyl-N-methylformanilide.

Workup

  1. additionare added
  2. temperaturewhilst maintaining the temperature below 10°
  3. extractionThe mixture is then extracted with dichloromethane

Sources & evidence

ORD record
ord-76f3233db1844d5289ee3f4619d5ce58
Source dataset
uspto-grants-1991_03
Patent number
US04997840

Reaction notes

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