N,N-Dimethylethylenediamine → HCID 11279952, compound

HRID 2056618Notes

Reaction equation

HRID 2056618 reaction equation
[CH3:1][N:2]([CH3:6])[CH2:3][CH2:4][NH2:5].[F:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([F:14])[C:9]=1[C:15]1[S:16][C:17]2[C:23](=[O:24])[CH:22]=[C:21](OC)[C:20](=[O:27])[C:18]=2[N:19]=1>C(O)C>[F:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([F:14])[C:9]=1[C:15]1[S:16][C:17]2[C:23](=[O:24])[CH:22]=[C:21]([NH:5][CH2:4][CH2:3][N:2]([CH3:6])[CH3:1])[C:20](=[O:27])[C:18]=2[N:19]=1

Participants

4

Reactant 2

HCID 66053N,N-DimethylethylenediamineHCID 11515065HCID 11515065, compound

Product 1

HCID 11279952HCID 11279952, compoundYield 57%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
70 °C

Procedure

104 ml (0.95 mmol; 1.5 equivalents) of N,N-dimethylethylenediamine are added to 195 mg of 2-(2,6-difluorophenyl)-5-methoxy-1,3-benzothiazole-4,7-dione in solution in 20 ml of anhydrous ethanol. The reaction mixture is stirred at 70° C. for 2 hours then the solvent is evaporated off under reduced pressure. The residue is purified on a silica column (eluent: 5% methanol in dichloromethane). 130 mg (yield=57%) of expected compound is obtained in the form of a red powder.

Workup

  1. customthe solvent is evaporated off under reduced pressure
  2. customThe residue is purified on a silica column (eluent: 5% methanol in dichloromethane)

Sources & evidence

ORD record
ord-b53bc0cc66464451b7d1bd66dcc7babc
Source dataset
uspto-grants-2008_02
Patent number
US07335674B2

Reaction notes

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