Dimethylamine → HCID 54470894, compound

HRID 359055Notes

Reaction equation

HRID 359055 reaction equation
[CH3:1][O:2][C:3]1[CH:11]=[C:10]([NH:12][C:13](=[O:18])[C:14]([CH3:17])([CH3:16])[CH3:15])[CH:9]=[CH:8][C:4]=1[C:5](Cl)=[O:6].[CH3:19][NH:20][CH3:21].O>C1COCC1>[CH3:1][O:2][C:3]1[CH:11]=[C:10]([NH:12][C:13](=[O:18])[C:14]([CH3:17])([CH3:16])[CH3:15])[CH:9]=[CH:8][C:4]=1[C:5]([N:20]([CH3:21])[CH3:19])=[O:6]

Participants

5

Reactant 3

HCID 674DimethylamineHCID 962WaterHCID 21642642HCID 21642642, compound

Product 1

HCID 54470894HCID 54470894, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

2-Methoxy-4-(2',2'-dimethylpropionamido)-benzoyl chloride (1.12 g) in dry THF (10 ml) was added dropwise over 30 minutes to a stirred solution of dimethylamine (1.17 g of a 40% aqueous solution) in THF (15 ml) at 0°-5° C. After completion of the addition the solution was stirred for 1 hour at 5°-10° C., stood at room temperature overnight, poured into water, and extracted with ethyl acetate. The extract was dried and evaporated to give the product as a yellow solid (0.889 g), m.p. 143°-144° C.

Workup

  1. additionAfter completion of the addition the solution
  2. waitstood at room temperature overnight
  3. extractionextracted with ethyl acetate
  4. customThe extract was dried
  5. customevaporated

Sources & evidence

ORD record
ord-7314541fb5d14fdbb00e7483b2420669
Source dataset
uspto-grants-1991_03
Patent number
US04999381

Reaction notes

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