2-Butynedioic acid → HCID 54536980, compound

HRID 867434Notes

Reaction equation

HRID 867434 reaction equation
[CH2:1]([NH:7][C:8]([NH:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])=[S:9])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].[C:17]([C:22](O)=[O:23])#[C:18][C:19]([OH:21])=[O:20]>>[CH2:11]([N:10]1[C:22](=[O:23])[C:17](=[CH:18][C:19]([OH:21])=[O:20])[S:9][C:8]1=[N:7][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH3:6])[CH2:12][CH2:13][CH2:14][CH2:15][CH3:16]

Participants

3

Reactant 2

HCID 3712-Butynedioic acidHCID 28012081,3-(Dihexyl)thiourea

Product 1

HCID 54536980HCID 54536980, compoundYield 31.6%

Procedure

Prepared by the method described in Example 1 from N,N'-dihexylthiourea (114.2 g, 468 mmoles) and acetylenedicarboxylic acid (53.4 g, 468 mmoles). Recrystallization from acetonitrile gave the product (50.4 g) mp 66°-69° C.

Workup

  1. customPrepared by the method
  2. customRecrystallization from acetonitrile

Sources & evidence

ORD record
ord-f7c2542623974a7c8bc45e1aaa81ce51
Source dataset
uspto-grants-1988_10
Patent number
US04775677

Reaction notes

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