Water → 2-Tert-butyl-6-nitro-5-[thiomorpholin-4-yl]benzothiazole

HRID 2118749Notes

Reaction equation

HRID 2118749 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+].[NH:24]1[CH2:29][CH2:28][S:27][CH2:26][CH2:25]1.O>CN1CCCC1=O>[C:1]([C:5]1[S:6][C:7]2[CH:13]=[C:12]([N+:14]([O-:16])=[O:15])[C:11]([N:24]3[CH2:29][CH2:28][S:27][CH2:26][CH2:25]3)=[CH:10][C:8]=2[N:9]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

6

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 67164ThiomorpholineHCID 197942022-Tert-butyl-5-chloro-6-nitrobenzothiazole

Product 1

HCID 201929382-Tert-butyl-6-nitro-5-[thiomorpholin-4-yl]benzothiazole

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

A mixture of 2 g of 2-tert-butyl-5-chloro-6-nitrobenzothiazole, described in Example 5, 2 g of anhydrous potassium carbonate and 1.5 ml of thiomorpholine in 7 ml of 1-methyl-2-pyrrolidinone is heated in a sealed glass tube at 120° for 12 hours, poured into water, the solid filtered, washed with water and isopropyl alcohol to give 2-tert-butyl-6-nitro-5-[thiomorpholin-4-yl]benzothiazole, melting at 117°-120°.

Workup

  1. temperatureis heated in a sealed glass tube at 120° for 12 hours
  2. filtrationthe solid filtered
  3. washwashed with water and isopropyl alcohol

Sources & evidence

ORD record
ord-5c40384eb8b74e61943fe90c5c12596a
Source dataset
uspto-grants-1987_07
Patent number
US04680301

Reaction notes

Loading…