2-Butynedioic acid → HCID 54249932, compound

HRID 867443Notes

Reaction equation

HRID 867443 reaction equation
[CH2:1]([NH:8][C:9]([NH:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])=[S:10])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7].[C:19]([C:24](O)=[O:25])#[C:20][C:21]([OH:23])=[O:22]>>[CH2:12]([N:11]1[C:24](=[O:25])[C:19](=[CH:20][C:21]([OH:23])=[O:22])[S:10][C:9]1=[N:8][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7])[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18]

Participants

3

Reactant 2

HCID 3712-Butynedioic acidHCID 3034741Thiourea, N,N'-diheptyl-

Product 1

HCID 54249932HCID 54249932, compoundYield 88.4%

Procedure

Prepared by the method described in Example 16 from N,N'-diheptylthiourea (18.0 g, 66 mmoles) and acetylenedicarboxylic acid (8.0 g, 66 mmoles). Recrystallization from acetonitrile gave the product (21.5 g), mp 80°-81° C.

Workup

  1. customPrepared by the method
  2. customRecrystallization from acetonitrile

Sources & evidence

ORD record
ord-489d7d59939f4659870cf4fcbfd6519a
Source dataset
uspto-grants-1988_10
Patent number
US04775677

Reaction notes

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