Carbon Disulfide → 2-Imidazoline

HRID 356840

Reaction equation

HRID 356840 reaction equation
[CH2:1]([NH:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11])[CH2:2][CH2:3][CH2:4][CH3:5].OC([N:15]1[CH2:19][CH2:18][N:17]=[CH:16]1)C.[CH2:20]([CH:22]([CH2:27][CH2:28][CH2:29][CH3:30])[CH2:23][C:24]([O-:26])=[O:25])[CH3:21].[Bi+3:31].C(C(CCCC)CC([O-])=O)C.C(C(CCCC)CC([O-])=O)C.[C:54](=[S:56])=[S:55]>>[CH2:7]([N:6]([CH2:1][CH2:2][CH2:3][CH2:4][CH3:5])[C:54](=[S:55])[S-:56])[CH2:8][CH2:9][CH2:10][CH3:11].[Bi+3:31].[CH2:7]([N:6]([CH2:1][CH2:2][CH2:3][CH2:4][CH3:5])[C:54](=[S:55])[S-:56])[CH2:8][CH2:9][CH2:10][CH3:11].[CH2:7]([N:6]([CH2:1][CH2:2][CH2:3][CH2:4][CH3:5])[C:54](=[S:55])[S-:56])[CH2:8][CH2:9][CH2:10][CH3:11].[NH:17]1[CH2:18][CH2:19][N:15]=[CH:16]1.[CH2:20]([CH:22]([CH2:27][CH2:28][CH2:29][CH3:30])[CH2:23][C:24]([O-:26])=[O:25])[CH3:21]

Participants

7

Reactant 4

HCID 6348Carbon DisulfideHCID 16316DipentylamineHCID 18008153HCID 18008153, compoundHCID 22107642HCID 22107642, compound

Product 3

HCID 681562-ImidazolineHCID 21832312HCID 21832312, compoundHCID 23437600HCID 23437600, compound

Conditions

Temperature
80 °C

Procedure

A reaction vessel was charged with diamylamine, 65.2 g, tall oil 1-hydroxyethyl-2-imidazoline, 145 g, and bismuth 2-ehtylhexyl-carboxylate, 103.3 g. Carbon disulfide, 45 g, was charged with cooling to control the exothermic reaction and then was maintained at 80° C. The reaction was stripped under vacuum to yield bismuth diamyldithiocarbamate and imidazoline salt of 2-ethylhexyl-carboxylate.

Workup

  1. temperaturewith cooling
  2. customthe exothermic reaction

Sources & evidence

ORD record
ord-768da3e6820b49e9926408419b817fe6
Source dataset
uspto-grants-1998_11
Patent number
US05840664

Linked notes

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