1,3-Benzodioxole-5-carbonyl chloride → N-{4-[(4-butylphenyl)ethynyl]benzyl}-N-(2,2-dimethyl-4-oxo-4H-1,3-benzodioxin-6-yl)-1,3-benzodioxole-5-carboxamide

HRID 733553Notes

Reaction equation

HRID 733553 reaction equation
Cl.[CH2:2]([C:6]1[CH:11]=[CH:10][C:9]([C:12]#[C:13][C:14]2[CH:34]=[CH:33][C:17]([CH2:18][NH:19][C:20]3[CH:32]=[CH:31][C:23]4[O:24][C:25]([CH3:30])([CH3:29])[O:26][C:27](=[O:28])[C:22]=4[CH:21]=3)=[CH:16][CH:15]=2)=[CH:8][CH:7]=1)[CH2:3][CH2:4][CH3:5].[O:35]1[C:39]2[CH:40]=[CH:41][C:42]([C:44](Cl)=[O:45])=[CH:43][C:38]=2[O:37][CH2:36]1>>[CH2:2]([C:6]1[CH:7]=[CH:8][C:9]([C:12]#[C:13][C:14]2[CH:34]=[CH:33][C:17]([CH2:18][N:19]([C:20]3[CH:32]=[CH:31][C:23]4[O:24][C:25]([CH3:30])([CH3:29])[O:26][C:27](=[O:28])[C:22]=4[CH:21]=3)[C:44]([C:42]3[CH:41]=[CH:40][C:39]4[O:35][CH2:36][O:37][C:38]=4[CH:43]=3)=[O:45])=[CH:16][CH:15]=2)=[CH:10][CH:11]=1)[CH2:3][CH2:4][CH3:5]

Participants

3

Reactant 2

HCID 27347491,3-Benzodioxole-5-carbonyl chlorideHCID 684196986-({4-[(4-butylphenyl)ethynyl]benzyl}amino)-2,2-dimethyl-4H-1,3-benzodioxin-4-one hydrochloride

Product 1

HCID 57841403N-{4-[(4-butylphenyl)ethynyl]benzyl}-N-(2,2-dimethyl-4-oxo-4H-1,3-benzodioxin-6-yl)-1,3-benzodioxole-5-carboxamide

Procedure

The titled compound was prepared following the procedure K using 6-({4-[(4-butylphenyl)ethynyl]benzyl}amino)-2,2-dimethyl-4H-1,3-benzodioxin-4-one hydrochloride and 1,3-benzodioxole-5-carbonyl chloride as a pale yellow oil (94%). M+ (ESI): 588.3. HPLC, Rt: 5.69 min (Purity: 99.4%).

Sources & evidence

ORD record
ord-0d6521c7b71c40509cc035dc6df00cd4
Source dataset
uspto-grants-2009_09
Patent number
US07589232B2

Reaction notes

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