4-Chlorobenzoyl chloride → HCID 24899702, compound

HRID 1819864Notes

Reaction equation

HRID 1819864 reaction equation
[CH2:1]1[C:9]2[C:8]3[CH:10]=[CH:11][CH:12]=[CH:13][C:7]=3[O:6][C:5]=2[CH2:4][CH2:3][CH:2]1[NH2:14].[Cl:15][C:16]1[CH:24]=[CH:23][C:19]([C:20](Cl)=[O:21])=[CH:18][CH:17]=1>N1C=CC=CC=1>[Cl:15][C:16]1[CH:24]=[CH:23][C:19]([C:20]([NH:14][C:2]2[CH:3]=[CH:4][C:5]3[O:6][C:7]4[CH2:13][CH2:12][CH2:11][CH2:10][C:8]=4[C:9]=3[CH:1]=2)=[O:21])=[CH:18][CH:17]=1

Participants

4

Reactant 2

HCID 85014-Chlorobenzoyl chlorideHCID 21221605HCID 21221605, compound

Product 1

HCID 24899702HCID 24899702, compoundYield 61.4%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Following the procedure of Example 1, tetrahydro-dibenzofuran-2-ylamine (0.94 g, 5.0 mmol) and p-chlorobenzoyl chloride (0.72 mL, 5.5 mmol) in pyridine (10 mL) provided 4-chloro-N-(6,7,8,9-tetrahydro-dibenzofuran-2-yl)-benzamide (1.0 g). Mp 214.0-214.5° C.; Anal. Calcd. for C19H16CINO2: C, 70.05; H, 4.95; N, 4.30; Found: C, 70.10; H, 4.72; N, 4.17.

Sources & evidence

ORD record
ord-bdeedd9f3b8044518c2151bfb9800574
Source dataset
uspto-grants-2009_10
Patent number
US07601856B2

Reaction notes

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