Benzene, 2-chloro-1,5-dinitro-3-(trifluoromethyl)- → HCID 21273984, compound

HRID 1383061Notes

Reaction equation

HRID 1383061 reaction equation
Cl[C:2]1[C:7]([N+:8]([O-])=O)=[CH:6][C:5]([N+:11]([O-:13])=[O:12])=[CH:4][C:3]=1[C:14]([F:17])([F:16])[F:15].[NH2:18][C:19](N)=[S:20]>S1(CCCC1)(=O)=O>[NH2:18][C:19]1[S:20][C:2]2[C:3]([C:14]([F:17])([F:16])[F:15])=[CH:4][C:5]([N+:11]([O-:13])=[O:12])=[CH:6][C:7]=2[N:8]=1

Participants

4

Reactant 2

HCID 67851Benzene, 2-chloro-1,5-dinitro-3-(trifluoromethyl)-HCID 2723790Thiourea

Product 1

HCID 21273984HCID 21273984, compound

Reagents, catalysts & solvents 1

HCID 31347SulfolaneSolvent

Conditions

Temperature
100 °C

Procedure

13.5 g of 2-chloro-3,5-dinitrobenzotrifluoride is slowly introduced, with stirring, into a solution of 15.2 g of thiourea in 50 ml of sulpholane at 100° C. The mixture is stirred at 100° C. for a further 2.5 hours, cooled and the solid is filtered off with suction and the dry residue is thoroughly stirred with 50 ml of carbon disulphide. The solid is filtered off with suction and 7.5 g of material, which is homogeneous by chromatography and has a melting point of 303°-307° C. (decomposition), are obtained. After recrystallisation from pyridine/water (3/1), the melting point rises to 315°-316° C. (decomposition). me+ : 263

Workup

  1. temperaturecooled
  2. filtrationthe solid is filtered off with suction
  3. stirringthe dry residue is thoroughly stirred with 50 ml of carbon disulphide
  4. filtrationThe solid is filtered off with suction and 7.5 g of material, which
  5. customare obtained
  6. customAfter recrystallisation from pyridine/water (3/1)

Sources & evidence

ORD record
ord-f02541ac9a4f4bbf82f3aa2c05fc993d
Source dataset
uspto-grants-1989_02
Patent number
US04808723

Reaction notes

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