Aniline → Acetanilide

HRID 1577622Notes

Reaction equation

HRID 1577622 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:8](OC(=O)C)(=[O:10])[CH3:9]>C(Cl)Cl>[C:8]([NH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)(=[O:10])[CH3:9]

Participants

4

Reactant 2

HCID 6115AnilineHCID 7918Acetic Anhydride

Product 1

HCID 904Acetanilide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Acetanilide is prepared by the method of Example 5 using 5.0 mls (0.05 mole) of aniline, 7.5 grams of 3A molecular sieves and 6.6 g (0.065 mole) of acetic anhydride in 100 mls of methylene chloride. The crude product (6.23 grams; 86% of theoretical) is recrystallized from toluene to obtain pure acetanilide, m.p. 112°-114° C.

Workup

  1. customThe crude product (6.23 grams; 86% of theoretical) is recrystallized from toluene

Sources & evidence

ORD record
ord-65be4125e5164f78aba0f46d43f4f0ba
Source dataset
uspto-grants-1981_09
Patent number
US04288592

Reaction notes

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