Acetic Anhydride → HCID 22145880, compound

HRID 1489675Notes

Reaction equation

HRID 1489675 reaction equation
[C:1](OC(=O)C)(=[O:3])[CH3:2].[Cl:8][C:9]1[CH:14]=[C:13]([NH2:15])[CH:12]=[C:11]([Cl:16])[C:10]=1[NH:17][C:18](=[O:33])[C:19]1[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[C:21]([O:27][CH:28]2[CH2:32][CH2:31][CH2:30][CH2:29]2)[CH:20]=1>O>[C:1]([NH:15][C:13]1[CH:14]=[C:9]([Cl:8])[C:10]([NH:17][C:18](=[O:33])[C:19]2[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[C:21]([O:27][CH:28]3[CH2:29][CH2:30][CH2:31][CH2:32]3)[CH:20]=2)=[C:11]([Cl:16])[CH:12]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 22145850HCID 22145850, compound

Product 1

HCID 22145880HCID 22145880, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Acetic anhydride (10 mL) is treated with N-(2,6-dichloro-4-aminophenyl)-3-cyclopentyloxy-4-methoxybenzamide (0.8 g; that is prepared as described in Example 11), and the reaction mixture is stirred for 2 hours and left to stand overnight. It is then poured into water (100 mL), and extracted with ethyl acetate (100 mL) and then with dichloromethane (100 mL). The organic extracts are combined, dried over magnesium sulfate, and evaporated, to give N-(4-acetylamino-2,6-dichlorophenyl)-3-cyclopentyloxy-4-methoxybenzamide (0.4 g), m.p. 250°-252° C. [Elemental analysis: C,57.6; H,5.05; N,6.3; Cl,16.1%; calculated: C,57.5; H,5.1; N,6.4; Cl,16.2%].

Workup

  1. customthat is prepared
  2. waitleft
  3. waitto stand overnight
  4. extractionextracted with ethyl acetate (100 mL)
  5. dry with materialdried over magnesium sulfate
  6. customevaporated

Sources & evidence

ORD record
ord-abddce9e6f4f4fac98aa999549624400
Source dataset
uspto-grants-1997_10
Patent number
US05679696

Reaction notes

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