5-Chloro-2-nitroaniline → HCID 21318009, compound

HRID 263043Notes

Reaction equation

HRID 263043 reaction equation
Cl[C:2]1[CH:3]=[CH:4][C:5]([N+:9]([O-:11])=[O:10])=[C:6]([CH:8]=1)[NH2:7].[K].[C:13]1([SH:19])[CH2:18][CH2:17][CH2:16][CH2:15][CH:14]=1>C(O)C>[C:13]1([S:19][C:2]2[CH:3]=[CH:4][C:5]([N+:9]([O-:11])=[O:10])=[C:6]([NH2:7])[CH:8]=2)[CH2:18][CH2:17][CH2:16][CH2:15][CH:14]=1

Participants

5

Reactant 3

HCID 742185-Chloro-2-nitroanilineHCID 5462222PotassiumHCID 15760971HCID 15760971, compound

Product 1

HCID 21318009HCID 21318009, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 6.9 g (0.04 mole) of 5-chloro-2-nitroaniline in 50 ml of absolute ethanol there is added 6.0 g of the potassium salt of 1-cyclohexene-1-thiol [J. Praktische Chemie 34, 116 (1966)]. The mixture is heated on the steam bath for 0.5 hour, filtered and the filtrate is reduced in volume in vacuo. The resulting solid is filtered off and crystallized from absolute ethanol to yield 5.3 g, m.p. 100°-102°.

Workup

  1. temperatureThe mixture is heated on the steam bath for 0.5 hour
  2. filtrationfiltered
  3. filtrationThe resulting solid is filtered off
  4. customcrystallized from absolute ethanol
  5. customto yield 5.3 g, m.p. 100°-102°

Sources & evidence

ORD record
ord-42a110f83ad64d03b1c8fe3eedc568a0
Source dataset
uspto-grants-1979_05
Patent number
US04156006

Reaction notes

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