Acetyl chloride → 3-Acetylamino-6-chloro-1-(ethoxycarbonyl)-2-(3-nitrobenzoyl)indole

HRID 379835Notes

Reaction equation

HRID 379835 reaction equation
[NH2:1][C:2]1[C:10]2[C:5](=[CH:6][C:7]([Cl:11])=[CH:8][CH:9]=2)[N:4]([C:12]([O:14][CH2:15][CH3:16])=[O:13])[C:3]=1[C:17](=[O:27])[C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([N+:24]([O-:26])=[O:25])[CH:19]=1.[C:28](Cl)(=[O:30])[CH3:29]>>[C:28]([NH:1][C:2]1[C:10]2[C:5](=[CH:6][C:7]([Cl:11])=[CH:8][CH:9]=2)[N:4]([C:12]([O:14][CH2:15][CH3:16])=[O:13])[C:3]=1[C:17](=[O:27])[C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([N+:24]([O-:26])=[O:25])[CH:19]=1)(=[O:30])[CH3:29]

Participants

3

Reactant 2

HCID 6367Acetyl chlorideHCID 183680583-Amino-6-chloro-1-ethoxycarbonyl-2-(3-nitrobenzoyl)indole

Product 1

HCID 183678803-Acetylamino-6-chloro-1-(ethoxycarbonyl)-2-(3-nitrobenzoyl)indole

Procedure

The title compound was prepared according to the procedure described in step 1 of Example 2 (Method A) from 3-amino-6-chloro-1-ethoxycarbonyl-2-(3-nitrobenzoyl)indole (step 1) and acetyl chloride. 1H-NMR (CDCl3) δ: 9.18 (1H, br s), 8.65-8.69 (1H, m), 8.38-8.42 (1H, m), 8.02-8.10 (1H, m), 7.98 (1H, s), 7.61-7.71 (2H, m), 7.18-7.25 (1H, m), 4.15 (2H, q, J=7.0 Hz), 2.24 (3H, s), 1.17 (3H, t, J=7.0 Hz)

Sources & evidence

ORD record
ord-daa19aeee4414f00a5f3826498b38c57
Source dataset
uspto-grants-2001_10
Patent number
US06300363B1

Reaction notes

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