2-Butynedioic acid → HCID 54384818, compound

HRID 867437Notes

Reaction equation

HRID 867437 reaction equation
[CH2:1]([NH:7][C:8]([NH:10][C:11]1[CH:16]=[CH:15][C:14]([Cl:17])=[C:13]([Cl:18])[CH:12]=1)=[S:9])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].[C:19]([C:24](O)=[O:25])#[C:20][C:21]([OH:23])=[O:22]>>[Cl:18][C:13]1[CH:12]=[C:11]([N:10]=[C:8]2[N:7]([CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH3:6])[C:24](=[O:25])[C:19](=[CH:20][C:21]([OH:23])=[O:22])[S:9]2)[CH:16]=[CH:15][C:14]=1[Cl:17]

Participants

3

Reactant 2

HCID 3712-Butynedioic acidHCID 19650772HCID 19650772, compound

Product 1

HCID 54384818HCID 54384818, compoundYield 14.7%

Procedure

Prepared by the method described in Example 1 from N-hexyl-N'-(3,4-dichlorophenyl)thiourea (5.4 g, 18 mmoles) and acetylenedicarboxylic acid (2.1 g, 17 mmoles). Recrystallization from acetonitrile then methanol gave the product (1 g), mp 156°-157° C.

Workup

  1. customPrepared by the method
  2. customRecrystallization from acetonitrile

Sources & evidence

ORD record
ord-6dedc355e0cc43ca9d7040de050f1a4d
Source dataset
uspto-grants-1988_10
Patent number
US04775677

Reaction notes

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