Isonicotinoyl chloride hydrochloride → N-(N,N-Diethyl-1,2,3,4-tetrahydro-2-aminodibenzofur-8-yl)isonicotinamide dihydrochloride

HRID 1585129Notes

Reaction equation

HRID 1585129 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.[ClH:20].[C:21]([Cl:29])(=[O:28])[C:22]1[CH:27]=[CH:26][N:25]=[CH:24][CH:23]=1>>[ClH:29].[ClH:20].[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:21](=[O:28])[C:22]4[CH:27]=[CH:26][N:25]=[CH:24][CH:23]=4)=[CH:19][C:6]=3[C:7]=2[CH2:13]1)[CH3:16]

Participants

3

Reactant 2

HCID 12262826Isonicotinoyl chloride hydrochlorideHCID 212215588-Amino-1,2,3,4-tetrahydro-2-diethylaminodibenzofuran

Product 1

HCID 21221697N-(N,N-Diethyl-1,2,3,4-tetrahydro-2-aminodibenzofur-8-yl)isonicotinamide dihydrochlorideYield 52%

Procedure

Beginning with 0.100 gm (0.30 mMol) 8-amino-1,2,3,4-tetrahydro-2-diethylaminodibenzofuran and 0.059 gm (0.33 mMol) isonicotinoyl chloride hydrochloride, 0.068 gm (52%) of the title compound were recovered as a yellow solid by the procedure described in Example 17.

Sources & evidence

ORD record
ord-61c8a2e8d528442e8ac111d0e5fffa95
Source dataset
uspto-grants-1999_08
Patent number
US05935992

Reaction notes

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