2-Butynedioic acid → HCID 53635901, compound

HRID 867442Notes

Reaction equation

HRID 867442 reaction equation
[CH2:1]([NH:7][C:8]([NH:10][C:11]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH:14]=[CH:13][CH:12]=1)=[S:9])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].[C:21]([C:26](O)=[O:27])#[C:22][C:23]([OH:25])=[O:24]>>[CH2:1]([N:7]1[C:26](=[O:27])[C:21](=[CH:22][C:23]([OH:25])=[O:24])[S:9][C:8]1=[N:10][C:11]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH:14]=[CH:13][CH:12]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6]

Participants

3

Reactant 2

HCID 3712-Butynedioic acidHCID 14390159HCID 14390159, compound

Product 1

HCID 53635901HCID 53635901, compoundYield 66.3%

Procedure

Prepared by the method described in Example 16 from N-hexyl-N'-1-naphthalenylthiourea (8.0 g, 28 mmoles) and acetylenedicarboxylic acid (3.4 g, 28 mmoles). Recrystallization from acetonitrile gave the product (7.1 g), mp 144°-145° C.

Workup

  1. customPrepared by the method
  2. customRecrystallization from acetonitrile

Sources & evidence

ORD record
ord-dd0b3897185b4db5b79a43d01397a4e8
Source dataset
uspto-grants-1988_10
Patent number
US04775677

Reaction notes

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