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

HRID 1585130Notes

Reaction equation

HRID 1585130 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.[O:20]1[CH:24]=[CH:23][C:22]([C:25]([Cl:27])=[O:26])=[CH:21]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]([C:22]4[CH:23]=[CH:24][O:20][CH:21]=4)=[O:26])=[CH:19][C:6]=3[C:7]=2[CH2:13]1)[CH3:16]

Participants

3

Reactant 2

HCID 27761233-Furoyl chlorideHCID 212215588-Amino-1,2,3,4-tetrahydro-2-diethylaminodibenzofuran

Product 1

HCID 21221578N-(N,N-Diethyl-1,2,3,4-tetrahydro-2-aminodibenzofur-8-yl)-3-furamide hydrochlorideYield 69.4%

Procedure

Beginning with 0.100 gm (0.30 mMol) 8-amino-1,2,3,4-tetrahydro-2-diethylaminodibenzofuran and 0.052 gm (0.40 mMol) furan-3-carbonyl chloride, 0.081 gm (69%) of the title compound were recovered as an off-white solid by the procedure described in Example 17.

Sources & evidence

ORD record
ord-4d8761828f6c42ba819d398217eddbfa
Source dataset
uspto-grants-1999_08
Patent number
US05935992

Reaction notes

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