3,5-Dinitrobenzoic acid → 2-(3,5-Dinitrophenyl)benzothiazole

HRID 1654617Notes

Reaction equation

HRID 1654617 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:10]=[C:11]([N+:13]([O-:15])=[O:14])[CH:12]=1)[C:7](O)=O)([O-:3])=[O:2].[NH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[SH:23]>>[N+:1]([C:4]1[CH:5]=[C:6]([C:7]2[S:23][C:18]3[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=3[N:16]=2)[CH:10]=[C:11]([N+:13]([O-:15])=[O:14])[CH:12]=1)([O-:3])=[O:2]

Participants

3

Reactant 2

HCID 74333,5-Dinitrobenzoic acidHCID 87132-Aminothiophenol

Product 1

HCID 3451792-(3,5-Dinitrophenyl)benzothiazole

Conditions

Temperature
150 °C

Procedure

3,5-Dinitrobenzoic acid (5.30 g) was mixed with 40 ml polyphosphoric acid and heated to 64° C. o-Aminothiophenol (2.5 ml) was added and reaction maintained to 150° C. over 0.5 hr period. The mixture was quenched with 600 ml ice-water, neutralized with KOH, cooled, and filtered. The product yield was 3.20 g, mp 73.5°-84.5° C.

Workup

  1. additionwas added
  2. customreaction
  3. customThe mixture was quenched with 600 ml ice-water
  4. temperaturecooled
  5. filtrationfiltered

Sources & evidence

ORD record
ord-1ae9416be9954cec993296adba6cfa4c
Source dataset
uspto-grants-1995_04
Patent number
US05409809

Reaction notes

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