2-Butynedioic acid → HCID 54527791, compound

HRID 867445Notes

Reaction equation

HRID 867445 reaction equation
[CH2:1]([NH:13][C:14]([NH:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28])=[S:15])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].[C:29]([C:34](O)=[O:35])#[C:30][C:31]([OH:33])=[O:32]>>[CH2:17]([N:16]1[C:34](=[O:35])[C:29](=[CH:30][C:31]([OH:33])=[O:32])[S:15][C:14]1=[N:13][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12])[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28]

Participants

3

Reactant 2

HCID 3712-Butynedioic acidHCID 3034200Thiourea, N,N'-didodecyl-

Product 1

HCID 54527791HCID 54527791, compoundYield 79.9%

Procedure

Prepared by the method described in Example 16 from N,N'-didodecylthiourea (25.0 g, 61 mmoles) and acetylenedicarboxylic acid (7.3 g, 61 mmoles). Recrystallization from 2-propanol, then ethyl acetate gave the product (24.8 g), mp 71°-72° C.

Workup

  1. customPrepared by the method
  2. customRecrystallization from 2-propanol

Sources & evidence

ORD record
ord-54a3bfe4996e4e039bf6c15c281885ed
Source dataset
uspto-grants-1988_10
Patent number
US04775677

Reaction notes

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