Triethylamine → HCID 21444454, compound

HRID 328231Notes

Reaction equation

HRID 328231 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[S:7][C:8]1[C:13]([CH3:14])=[CH:12][C:11]([OH:15])=[CH:10][C:9]=1[CH3:16].[CH3:17][N:18]=[C:19]=[O:20].C(N(CC)CC)C>C1(C)C=CC=CC=1>[CH3:17][NH:18][C:19](=[O:20])[O:15][C:11]1[CH:10]=[C:9]([CH3:16])[C:8]([S:7][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=2)=[C:13]([CH3:14])[CH:12]=1

Participants

5

Reactant 3

HCID 8471Triethylamine2×HCID 12228Methyl Isocyanate2×HCID 214444563,5-Dimethyl-4-[(pyridin-2-yl)sulfanyl]phenol

Product 1

HCID 21444454HCID 21444454, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

4-(2-Pyridylthio)-3,5-dimethylphenol (161 g.), prepared in part A, and methylisocyanate (48 g.) was dissolved in dry toluene (1500 ml.) containing triethylamine (10 ml.) and the mixture was then stirred under reflux overnight. Further quantities of methyl isocyanate (22 g.) and triethylamine (10 ml.) were then added and refluxing was continued for a further 6 hours.

Workup

  1. temperatureunder reflux overnight
  2. temperaturerefluxing

Sources & evidence

ORD record
ord-f3409fc254964ee69152ca37335f6d2d
Source dataset
uspto-grants-1977_04
Patent number
US04016278

Reaction notes

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