2-Methoxyaniline → Acetamide, N-(2-methoxyphenyl)-

HRID 1648957

Reaction equation

HRID 1648957 reaction equation
[CH3:1][O:2][C:3]1[C:4]([NH2:9])=[CH:5][CH:6]=[CH:7][CH:8]=1.[C:10](OC(=O)C)(=[O:12])[CH3:11]>>[CH3:11][C:10]([NH:9][C:4]1[C:3]([O:2][CH3:1])=[CH:8][CH:7]=[CH:6][CH:5]=1)=[O:12]

Participants

3

Reactant 2

HCID 70002-MethoxyanilineHCID 7918Acetic Anhydride

Product 1

HCID 7135Acetamide, N-(2-methoxyphenyl)-

Conditions

Temperature
45 °C

Procedure

To 100 ml of acetic anhydride was added dropwise with stirring 100 g (0.813 mole) of o-anisidine, the temperature rising to about 60° C. during addition. The reaction mixture was heated on a steam bath for 15 minutes, allowed to cool to 45° C. and was poured onto 500 g of crushed ice. The white solid that precipitated was collected, washed free of acid with water and air dried to give 100 g, m.p. 84°-86° C., of product.

Workup

  1. additionthe temperature rising to about 60° C. during addition
  2. temperatureThe reaction mixture was heated on a steam bath for 15 minutes
  3. customThe white solid that precipitated
  4. customwas collected
  5. washwashed free of acid with water and air
  6. customdried
  7. customto give 100 g, m.p. 84°-86° C.

Sources & evidence

ORD record
ord-dd72855b9a824be39a73e3a9415ab444
Source dataset
uspto-grants-1983_11
Patent number
US04414320

Linked notes

Loading…