Hydrochloric Acid → HCID 18424273, compound

HRID 1606150Notes

Reaction equation

HRID 1606150 reaction equation
[Cl-].[Al+3].[Cl-].[Cl-].[Cl:5][C:6]1[CH:14]=[CH:13][C:9]([C:10](Cl)=[O:11])=[CH:8][CH:7]=1.[NH:15]1[CH:19]=[CH:18][CH:17]=[C:16]1[CH2:20][C:21]#[N:22].Cl>C(Cl)Cl>[Cl:5][C:6]1[CH:14]=[CH:13][C:9]([C:10]([C:19]2[NH:15][C:16]([CH2:20][C:21]#[N:22])=[CH:17][CH:18]=2)=[O:11])=[CH:8][CH:7]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 85014-Chlorobenzoyl chlorideHCID 6451240Aluminum(III) ChlorideHCID 13067931(1H-Pyrrol-2-yl)-acetonitrile

Product 1

HCID 18424273HCID 18424273, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Conditions

Temperature
0 °C

Procedure

To a chilled suspension of 26.80 g. (0.2 mole) of aluminum chloride in 110 ml. of methylene chloride is added dropwise 35 g. (0.2 mole) of p-chlorobenzoyl chloride. The mixture is added dropwise to a solution of 21.22 g. (0.2 mole) of pyrrole-2-acetonitrile in 125 ml. methylene chloride which is cooled externally with an ammonium chloride ice bath. After addition is complete, the reaction mixture is stirred for ten minutes at 0°C. and then poured into ice acidified with dilute hydrochloric acid. A solid precipitate, 5-(p-chlorobenzoyl)-pyrrole-2-acetonitrile, which is filtered off, washed with hot methanol and dried, m.p. 203°-205°C.

Workup

  1. additionTo a chilled suspension of 26.80 g
  2. additionThe mixture is added dropwise to a solution of 21.22 g
  3. additionAfter addition
  4. additionpoured into ice
  5. filtrationA solid precipitate, 5-(p-chlorobenzoyl)-pyrrole-2-acetonitrile, which is filtered off
  6. washwashed with hot methanol
  7. customdried

Sources & evidence

ORD record
ord-811a22043c6441e59c5861e856c6f4cf
Source dataset
uspto-grants-1976_04
Patent number
US03952012

Reaction notes

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