Toluene → HCID 69085944, compound

HRID 1427179Notes

Reaction equation

HRID 1427179 reaction equation
[CH2:1]([NH:5][CH2:6][CH:7]([CH3:9])[CH3:8])[CH:2]([CH3:4])[CH3:3].C1(C)C=CC=CC=1.[CH3:17][C:18]1[CH:31]=[C:30]2[C:21]([S:22][C:23]3[CH:24]=[CH:25][CH:26]=[C:27]([C:33](Cl)=[O:34])[C:28]=3[C:29]2=[O:32])=[CH:20][CH:19]=1>O>[CH2:1]([N:5]([CH2:6][CH:7]([CH3:9])[CH3:8])[C:33]([C:27]1[C:28]2[C:29](=[O:32])[C:30]3[C:21](=[CH:20][CH:19]=[C:18]([CH3:17])[CH:31]=3)[S:22][C:23]=2[CH:24]=[CH:25][CH:26]=1)=[O:34])[CH:2]([CH3:4])[CH3:3]

Participants

5

Reactant 3

HCID 1140TolueneHCID 8085DiisobutylamineHCID 86695882HCID 86695882, compound

Product 1

HCID 69085944HCID 69085944, compoundYield 3.9%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

1.0 g (7.75 mmoles) of diisobutyl amine is dropped into a toluene solution of 7-methyl-9-oxo-9H-thioxanthene-1-carbonyl chloride (0.22 g, 0.78 mmoles). After 2 hours at room temperature under stirring, the mixture is poured in water, the organic phase is separated and washed with water. A crude oil is obtained after evaporation of the solvent. 11.5 mg of a yellow solid are isolated by flash chromatography of the crude oil (SiO2— eluent: CH2Cl2:MeOH 96:4).

Workup

  1. customthe organic phase is separated
  2. washwashed with water
  3. customA crude oil is obtained
  4. customafter evaporation of the solvent

Sources & evidence

ORD record
ord-ee35678b093b4d4e852c839682ae4670
Source dataset
uspto-grants-2015_01
Patent number
US08933142B2

Reaction notes

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