Hydrochloric Acid → HCID 20458742, compound

HRID 544352Notes

Reaction equation

HRID 544352 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[NH:10][N:11]1[CH:15]=[CH:14][CH:13]=[CH:12]1)([O-:3])=[O:2].[Cl:16][C:17]([Cl:21])([Cl:20])[C:18]#N.Cl.[OH2:23]>CCOCC>[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[NH:10][N:11]1[CH:15]=[CH:14][CH:13]=[C:12]1[C:18](=[O:23])[C:17]([Cl:21])([Cl:20])[Cl:16])([O-:3])=[O:2]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 11011TrichloroacetonitrileHCID 13155669N-(2-Nitrophenyl)-1H-pyrrol-1-amine

Product 1

HCID 20458742HCID 20458742, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

A cooled solution of 40.5 g 1-(2-nitrophenylamino)-pyrrole (prepared as described in Example 1b) and 43 g trichloroacetonitrile in 650 ml of absolute ether is saturated with gaseous hydrogen chloride. The mixture isstirred with cooling for 24 hours. Water is added carefully and then ether.The ether phase is washed with brine, dried and concentrated to give the heading compound, m.p. 145°-148° (recrystallised from ether/petroleum ether).

Workup

  1. temperaturewith cooling for 24 hours
  2. washThe ether phase is washed with brine
  3. customdried
  4. concentrationconcentrated
  5. customto give
  6. customthe heading compound, m.p. 145°-148° (recrystallised from ether/petroleum ether)

Sources & evidence

ORD record
ord-71cd44f386ee4e459720b7cd758e01bf
Source dataset
uspto-grants-1984_05
Patent number
US04450108

Reaction notes

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