Pyridine → HCID 12960000, compound

HRID 1660521Notes

Reaction equation

HRID 1660521 reaction equation
[CH3:1][NH:2][C:3](=[O:14])[O:4][C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([CH:11]([CH3:13])[CH3:12])[CH:6]=1.N1C=CC=CC=1.[S:21](Cl)(Cl)=[O:22].[CH2:25]([NH:27][S:28]([CH3:31])(=[O:30])=[O:29])[CH3:26]>O1CCCC1>[CH3:31][S:28]([N:27]([CH2:25][CH3:26])[S:21]([N:2]([CH3:1])[C:3](=[O:14])[O:4][C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([CH:11]([CH3:12])[CH3:13])[CH:6]=1)=[O:22])(=[O:30])=[O:29]

Participants

6

Reactant 4

HCID 1049Pyridine2×HCID 6143M-Cumenyl MethylcarbamateHCID 24386Thionyl ChlorideHCID 5136276N-Ethylmethanesulfonamide

Product 1

HCID 12960000HCID 12960000, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 3-isopropylphenyl methylcarbamate (3.9 g, 0.02 mol) in 20 ml dry tetrahydrofuran, was added pyridine (1.9 g, 0.024 mol) followed by thionyl chloride (2.5 g, 0.021 mol). The mixture was stirred at room temperature for 5 hours. Pyridine (1.9 g, 0.024 mol) was added and followed by N-ethylmethanesulfonamide (2.7 g, 0.022 mol) and stirring of the reaction mixture was continued for an additional 10 hours.

Workup

  1. stirringstirring of the reaction mixture
  2. waitwas continued for an additional 10 hours

Sources & evidence

ORD record
ord-ef66f6bcf1d7428ca30723336e968c80
Source dataset
uspto-grants-1981_12
Patent number
US04308274

Reaction notes

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