3,4-Dichlorophenethylamine → HCID 67017606, compound

HRID 2243176Notes

Reaction equation

HRID 2243176 reaction equation
[CH3:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][C:8]([CH:10]=O)=[CH:7][C:6]=2[CH:12]=1.[Cl:13][C:14]1[CH:15]=[C:16]([CH2:21][CH2:22][NH2:23])[CH:17]=[CH:18][C:19]=1[Cl:20]>>[Cl:13][C:14]1[CH:15]=[C:16]([CH2:21][CH2:22][NH:23][CH2:10][C:8]2[O:9][C:5]3[CH:4]=[CH:3][C:2]([CH3:1])=[CH:12][C:6]=3[CH:7]=2)[CH:17]=[CH:18][C:19]=1[Cl:20]

Participants

3

Reactant 2

HCID 2179583,4-DichlorophenethylamineHCID 106785342-Benzofurancarboxaldehyde, 5-methyl-

Product 1

HCID 67017606HCID 67017606, compoundYield 89.3%

Procedure

In analogy to example S1) 111 mg (0.69 mmol) of 5-methyl-benzofuran-2-carbaldehyde and 144 mg (0.76 mmol) of 2-(3,4-dichloro-phenyl)-ethylamine were reacted to yield 206 mg (89%) of [2-(3,4-dichloro-phenyl)-ethyl]-(5-methyl-benzofuran-2-ylmethyl)-amine as light brown oil. 1HNMR (CDCl3, 300 MHz): δ 2.42 (s, 3H), 2.77 (t, J=6.7 Hz, 2H), 2.89 (t, J=6.7 Hz, 2H), 3.91 (s, 2H), 6.46 (s, 1H), 7.04 (m, 2H), 7.32 (m, 4H).

Sources & evidence

ORD record
ord-382bbbd44aaa4c62b738ce5afa94363e
Source dataset
uspto-grants-2010_03
Patent number
US07674815B2

Reaction notes

Loading…