o-(Octadecyloxy)aniline → HCID 54083122, compound

HRID 2419505Notes

Reaction equation

HRID 2419505 reaction equation
[CH2:1]([S:3][C:4]([CH3:14])([CH3:13])[C:5]([CH2:7][C:8]([O:10]CC)=O)=[O:6])[CH3:2].[CH2:15]([O:33][C:34]1[CH:40]=[CH:39][CH:38]=[CH:37][C:35]=1[NH2:36])[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH3:32]>>[CH2:15]([O:33][C:34]1[CH:40]=[CH:39][CH:38]=[CH:37][C:35]=1[NH:36][C:8](=[O:10])[CH2:7][C:5](=[O:6])[C:4]([S:3][CH2:1][CH3:2])([CH3:13])[CH3:14])[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH3:32]

Participants

3

Reactant 2

HCID 232091o-(Octadecyloxy)anilineHCID 53934448HCID 53934448, compound

Product 1

HCID 54083122HCID 54083122, compoundYield 85%

Conditions

Temperature
150 °C

Procedure

A mixture of 21.8 g of ethyl (2-ethylthio-2-methylpropionyl)acetate obtained in Step 1 of Synthesis Example 1 and 36.1 g of 2-octadecyloxyaniline was stirred in an oil bath at 150° C for 4 hours under a reduced pressure of 50 to 100 mmHg. The reaction mixture was recrystallized from ethanol to obtain 45.3 g (yield 85%) of Coupler (10) having a melting point of 60° to 62° C.

Workup

  1. customThe reaction mixture was recrystallized from ethanol

Sources & evidence

ORD record
ord-19ee2ff2e2ac4691aa48dc067f713727
Source dataset
uspto-grants-1978_08
Patent number
US04106942

Reaction notes

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