2-Butynedioic acid → HCID 54140964, compound

HRID 867440Notes

Reaction equation

HRID 867440 reaction equation
[C:1]1([CH2:7][CH2:8][NH:9][C:10]([NH:12][CH2:13][CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[S:11])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:21]([C:26](O)=[O:27])#[C:22][C:23]([OH:25])=[O:24]>>[O:27]=[C:26]1[C:21](=[CH:22][C:23]([OH:25])=[O:24])[S:11][C:10](=[N:9][CH2:8][CH2:7][C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[N:12]1[CH2:13][CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

3

Reactant 2

HCID 3712-Butynedioic acidHCID 799650HCID 799650, compound

Product 1

HCID 54140964HCID 54140964, compoundYield 52.6%

Procedure

Prepared by the method described in Example 1 from N,N'-bis(2-phenylethyl)thiourea (20.0 g, 0.11 moles) and acetylenedicarboxylic acid (12.7 g, 0.11 moles). Rinsing the crude precipitate with toluene then hexane gave the product (22 g), mp 148°-149° C.

Workup

  1. customPrepared by the method
  2. washRinsing the crude precipitate with toluene

Sources & evidence

ORD record
ord-1ce92d492d324527887632a766aae7dd
Source dataset
uspto-grants-1988_10
Patent number
US04775677

Reaction notes

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