Water → HCID 53998325, compound

HRID 1604866Notes

Reaction equation

[CH2:1]([O:19][C:20]1[CH:21]=[CH:22][C:23]([OH:30])=[C:24]([CH:29]=1)[C:25]([NH:27][NH2:28])=[O:26])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].N1C=CC=CC=1.[CH2:37]([O:45][C:46](Cl)=[O:47])[CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH3:44].O>CC(N(C)C)=O>[CH2:37]([O:45][C:46]([N:27]([C:25](=[O:26])[C:24]1[CH:29]=[C:20]([O:19][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])[CH:21]=[CH:22][C:23]=1[OH:30])[NH2:28])=[O:47])[CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH3:44]

Participants

Conditions

Temperature: 80 °C

Procedure

42 g of 5-octadecoxy-2-hydroxybenzoic acid hydrazide are suspended in 200 ml of dimethylacetamide and 8 g of pyridine and 19.3 g of chloroformic acid n-octyl ester are added simultaneously over the course of 30 minutes. The reaction mixture is subsequently heated to 80° C for 5 hours whilst stirring, cooled and poured into 1 litre of water. This produces a white precipitate of the N-(5-octadecoxy-2-hydroxybenzoyl)-hydrazinecarboxylic acid n-octyl ester which has been formed (Stabiliser No. 9). The substance is isolated, washed with water, dried at 60° C and recrystallised from acetonitrile. Melting point 85° C.

Workup

temperaturecooled

Sources & evidence

ORD record: ord-9cc95220d9c5489f8903eb69dc45a8e3
Source dataset: uspto-grants-1976_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US03948854

Reaction notes

Loading…