Ethanolamine → HCID 20063974, compound

HRID 2165427Notes

Reaction equation

HRID 2165427 reaction equation
[C:1]([O:21]C)(=O)[C:2]1[CH:7]=[CH:6][C:5]([S:8][S:9][C:10]2[CH:19]=[CH:18][C:13]([C:14]([O:16]C)=O)=[CH:12][CH:11]=2)=[CH:4][CH:3]=1.[CH2:23]([CH2:25][NH2:26])[OH:24]>>[OH:24][CH2:23][CH2:25][NH:26][C:14](=[O:16])[C:13]1[CH:12]=[CH:11][C:10]([S:9][S:8][C:5]2[CH:4]=[CH:3][C:2]([C:1]([NH:26][CH2:25][CH2:23][OH:24])=[O:21])=[CH:7][CH:6]=2)=[CH:19][CH:18]=1

Participants

3

Reactant 2

HCID 700EthanolamineHCID 3476987Dimethyl 4,4'-disulfanediyldibenzoate

Product 1

HCID 20063974HCID 20063974, compoundYield 68.7%

Conditions

Temperature
140 °C

Procedure

A mixture of 16.5 g of dimethyl 4,4'-dithiobis[benzoate] [Werbel et al., J. Heterocycl. Chem. 17, 497 (1980)] and 13.0 g of ethanolamine was heated at 140° C. while collecting the methanol which distilled from the reaction. After evolution of methanol had ceased, the reaction mixture was cooled and acidified with dilute hydrochloric acid. The solid product which formed was collected and dried to give 13.3 g of N,N'-bis(2-hydroxyethyl)-4,4'-dithiobis[benzamide], used directly in the next reaction.

Workup

  1. customwhile collecting the methanol which
  2. distillationdistilled from the reaction
  3. temperaturethe reaction mixture was cooled
  4. customThe solid product which formed
  5. customwas collected
  6. customdried

Sources & evidence

ORD record
ord-eae8c7ecebcb44bf86f0c30d1866998d
Source dataset
uspto-grants-1990_07
Patent number
US04939267

Reaction notes

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