4-Fluorobenzoyl chloride → N-(N,N-Diethyl-1,2,3,4-tetrahydro-2-aminodibenzofur-8-yl)-4-fluorobenzamide hydrochloride

HRID 1457068Notes

Reaction equation

HRID 1457068 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][C:8]3[CH2:10][CH2:11][CH:12]([N:14]([CH2:17][CH3:18])[CH2:15][CH3:16])[CH2:13][C:7]=3[C:6]=2[CH:19]=1.[F:20][C:21]1[CH:29]=[CH:28][C:24]([C:25]([Cl:27])=[O:26])=[CH:23][CH:22]=1>>[ClH:27].[CH2:15]([N:14]([CH2:17][CH3:18])[CH:12]1[CH2:11][CH2:10][C:8]2[O:9][C:5]3[CH:4]=[CH:3][C:2]([NH:1][C:25](=[O:26])[C:24]4[CH:28]=[CH:29][C:21]([F:20])=[CH:22][CH:23]=4)=[CH:19][C:6]=3[C:7]=2[CH2:13]1)[CH3:16]

Participants

3

Reactant 2

HCID 678794-Fluorobenzoyl chlorideHCID 212215588-Amino-1,2,3,4-tetrahydro-2-diethylaminodibenzofuran

Product 1

HCID 21221731N-(N,N-Diethyl-1,2,3,4-tetrahydro-2-aminodibenzofur-8-yl)-4-fluorobenzamide hydrochlorideYield 70.4%

Procedure

Beginning with 0.100 gm (0.30 mMol) 8-amino-1,2,3,4-tetrahydro-2-diethylaminodibenzofuran and 0.052 gm (0.33 mMol) 4-fluorobenzoyl chloride, 0.088 gm (70%) of the title compound were recovered as an off-white solid by the procedure described in Example 17.

Sources & evidence

ORD record
ord-40e3987f5edb4ad2bae971f1b2c00f00
Source dataset
uspto-grants-1998_12
Patent number
US05846995

Reaction notes

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