HCID 12852270, compound → HCID 12884300, compound

HRID 1731517Notes

Reaction equation

HRID 1731517 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([O:10][C:11]2[CH:16]=[CH:15][C:14]([C:17]([F:20])([F:19])[F:18])=[CH:13][C:12]=2[Cl:21])=[CH:6][C:5]=1[NH:22]C(=O)C)([O-:3])=[O:2]>S(=O)(=O)(O)O>[NH2:22][C:5]1[CH:6]=[C:7]([O:10][C:11]2[CH:16]=[CH:15][C:14]([C:17]([F:19])([F:18])[F:20])=[CH:13][C:12]=2[Cl:21])[CH:8]=[CH:9][C:4]=1[N+:1]([O-:3])=[O:2]

Participants

3

Reactant 1

HCID 12852270HCID 12852270, compound

Product 1

HCID 12884300HCID 12884300, compoundYield 69%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Conditions

Temperature
50 °C

Procedure

To concentrated sulphuric acid (350 ml), N-[2-nitro-5(2-chloro-4-{trifluoromethyl}phenoxy)phenyl]acetamide (75.5 g; 0.2 mole) is added in small portions in the course of twenty minutes. The temperature rises to 30° C. The reaction mixture is then heated to 50° C. for 2 hours and, after being cooled, is then poured onto ice/water (1 kg). The solid thus obtained is purified by chromatography to give 1-amino-2-nitro-5-[2-chloro-4-(trifluoromethyl)phenoxy]benzene (44 g), m.p. 100° C. Yield 69%.

Workup

  1. customrises to 30° C
  2. temperatureafter being cooled
  3. additionis then poured onto ice/water (1 kg)
  4. customThe solid thus obtained
  5. customis purified by chromatography

Sources & evidence

ORD record
ord-53040acd096045b8801831719ac547e5
Source dataset
uspto-grants-1986_11
Patent number
US04622323

Reaction notes

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