Isopropylamine → HCID 3468072, compound

HRID 1388882Notes

Reaction equation

HRID 1388882 reaction equation
[CH:1]([NH2:4])([CH3:3])[CH3:2].[F:5][C:6]1[CH:14]=[CH:13][CH:12]=[CH:11][C:7]=1[C:8](Cl)=[O:9]>C(Cl)Cl.O>[CH:1]([NH:4][C:8](=[O:9])[C:7]1[CH:11]=[CH:12][CH:13]=[CH:14][C:6]=1[F:5])([CH3:3])[CH3:2]

Participants

5

Reactant 2

HCID 6363IsopropylamineHCID 98082-Fluorobenzoyl chloride

Product 1

HCID 3468072HCID 3468072, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6344DichloromethaneSolvent2×

Procedure

The starting material is prepared as follows: To the solution of 1,082 g of isopropylamine in 2,000 ml of methylene chloride and 3,250 ml of water, that of 1,300 g of o-fluorobenzoyl chloride in 2,600 ml of methylene chloride is added during 2 hours while stirring at 2°-9°. Stirring is continued at room temperature overnight, the organic layer is separated and the aqueous phase extracted with 1,000 ml of methylene chloride. The combined organic solutions are dried, evaporated and the residue recrystallized from 1,000 ml of hexane, to yield the N-isopropyl-o-fluorobenzamide melting at 76°-78°.

Workup

  1. customThe starting material is prepared
  2. stirringStirring
  3. customthe organic layer is separated
  4. extractionthe aqueous phase extracted with 1,000 ml of methylene chloride
  5. customThe combined organic solutions are dried
  6. customevaporated
  7. customthe residue recrystallized from 1,000 ml of hexane

Sources & evidence

ORD record
ord-170055ada69c467ebfaa7344e0c3ffc8
Source dataset
uspto-grants-1984_02
Patent number
US04434100

Reaction notes

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