Diethylamine → Diethylamine

HRID 1723508Notes

Reaction equation

HRID 1723508 reaction equation
Cl[CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9](/[CH:12]=[CH:13]/[C:14]2[O:15][C:16]3[CH:22]=[CH:21][CH:20]=[CH:19][C:17]=3[N:18]=2)=[CH:8][CH:7]=1.[CH2:23]([NH:25][CH2:26][CH3:27])[CH3:24]>>[CH2:23]([N:25]([CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9](/[CH:12]=[CH:13]/[C:14]2[O:15][C:16]3[CH:22]=[CH:21][CH:20]=[CH:19][C:17]=3[N:18]=2)=[CH:8][CH:7]=1)[CH2:26][CH3:27])[CH3:24].[CH2:14]([NH:18][CH2:17][CH3:16])[CH3:13]

Participants

4

Reactant 2

HCID 8021DiethylamineHCID 14146343HCID 14146343, compound

Product 2

HCID 8021DiethylamineYield 85%HCID 10269336HCID 10269336, compound

Procedure

The title compound was prepared as described in Example 8 starting with (C) of Example 8 (2.0 g, 6.4 mmol) and using diethylamine in place of dibutylamine to produce 2.8 g (85% yield) diethylamine in place of dibutylamine to produce 2.8 g (85% yield) of the title compound as the HCl salt, mp 225°-226° C. IR(KBr): 1600 cm-1. MS: 351(MH+). 1H NMR (CD3OD): δ 7.99-6.81 (m, 10H), 4.24 (t, J=5.7 Hz, 2H), 3.09 (m, 6H), 2.44 (m, 2H), 0.87 (m, 6H).

Sources & evidence

ORD record
ord-7c8dd6b2aac04283b7ef020e3935b007
Source dataset
uspto-grants-1989_08
Patent number
US04861897

Reaction notes

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