Water → HCID 86597596, compound

HRID 1766643Notes

Reaction equation

HRID 1766643 reaction equation
[CH3:1][C:2]1[CH:10]=[C:9]([N+:11]([O-:13])=[O:12])[C:8]2[CH2:7][CH2:6][CH2:5][C:4]=2[C:3]=1[OH:14].C1N2CCN(CC2)C1.[CH3:23][N:24]([CH3:28])[C:25](Cl)=[S:26].O>CN(C)C=O>[CH3:23][N:24]([CH3:28])[C:25](=[S:26])[O:14][C:3]1[C:2]([CH3:1])=[CH:10][C:9]([N+:11]([O-:13])=[O:12])=[C:8]2[C:4]=1[CH2:5][CH2:6][CH2:7]2

Participants

6

Reactant 4

HCID 962WaterHCID 9237DabcoHCID 27871Dimethylthiocarbamoyl chlorideHCID 23031216HCID 23031216, compound

Product 1

HCID 86597596HCID 86597596, compoundYield 79.9%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

5-Methyl-7-nitroindan-4-ol (5.0 g) was dissolved in N,N-dimethylformamide (50 mL). After adding triethylenediamine (5.8 g) and dimethylthiocarbamoyl chloride (4.8 g) with stirring at room temperature, the mixture was stirred at 75° C. for 5 hours. The reaction mixture was cooled to room temperature. Water (100 mL) was added to the reaction mixture. The insoluble material was collected by filtration, washed with diethyl ether and dried to give the title compound (5.80 g).

Workup

  1. stirringthe mixture was stirred at 75° C. for 5 hours
  2. temperatureThe reaction mixture was cooled to room temperature
  3. filtrationThe insoluble material was collected by filtration
  4. washwashed with diethyl ether
  5. customdried

Sources & evidence

ORD record
ord-e2c32ec80ec14250a5efa0c40ac7fc52
Source dataset
uspto-grants-2007_06
Patent number
US07230031B2

Reaction notes

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