Water → HCID 20192943, compound

HRID 2118758Notes

Reaction equation

HRID 2118758 reaction equation
[C:1]([C:5]1[S:6][C:7]2[CH:13]=[C:12]([N+:14]([O-:16])=[O:15])[C:11](Cl)=[CH:10][C:8]=2[N:9]=1)([CH3:4])([CH3:3])[CH3:2].C(=O)([O-])[O-].[K+].[K+].[CH3:24][CH:25]1[CH2:30][CH2:29][CH2:28][NH:27][CH2:26]1.O>CS(C)=O.C(Cl)(Cl)Cl>[C:1]([C:5]1[S:6][C:7]2[CH:13]=[C:12]([N+:14]([O-:16])=[O:15])[C:11]([N:27]3[CH2:28][CH2:29][CH2:30][CH:25]([CH3:24])[CH2:26]3)=[CH:10][C:8]=2[N:9]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

7

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 790813-MethylpiperidineHCID 197942022-Tert-butyl-5-chloro-6-nitrobenzothiazole

Product 1

HCID 20192943HCID 20192943, compound

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolventHCID 6212ChloroformSolvent

Procedure

A solution of 2.7 g of 2-tert-butyl-5-chloro-6-nitrobenzothiazole described in example 5, in 25 ml of dimethyl sulfoxide is stirred and heated at 140° for 11 hours with 2.6 g of anhydrous potassium carbonate and 1 g of 3-methylpiperidine, cooled and poured into water. The material obtained is dissolved in chloroform and filtered through a silica gel column. The filtrate is evaporated to give 2-tert-butyl-5-[3-methylpiperidin-1-yl]-6-nitrobenzothiazole as an oil.

Workup

  1. temperaturecooled
  2. customThe material obtained
  3. filtrationfiltered through a silica gel column
  4. customThe filtrate is evaporated

Sources & evidence

ORD record
ord-d6d8c4111e14467aabfd85896cd757ce
Source dataset
uspto-grants-1987_07
Patent number
US04680301

Reaction notes

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