Isopropylamine → HCID 14518098, compound

HRID 2309614Notes

Reaction equation

HRID 2309614 reaction equation
N#N.O1C=CC=C1CC1C=C(OC)N=C(N)C=1N.[CH3:19][CH:20]([NH2:22])[CH3:21].[Br:23][CH2:24][CH2:25][C:26](Cl)=[O:27]>ClCCl>[Br:23][CH2:24][CH2:25][C:26]([NH:22][CH:20]([CH3:21])[CH3:19])=[O:27]

Participants

5

Reactant 3

HCID 6363IsopropylamineHCID 84944Propanoyl chloride, 3-bromo-HCID 131715261HCID 131715261, compound

Product 1

HCID 14518098HCID 14518098, compoundYield 73%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirred and cooled (0°-10° C.) mixture of 59 parts of 2-propanamine and 650 parts of dichloromethane were added dropwise 94.2 parts of 3-bromopropanoyl chloride. Upon completion, stirring was continued for 5 minutes. The whole was washed with water. The organic layer was separated, dried, filtered and evaporated. The residue was crystallized from a mixture of 2,2'-oxybispropane and hexane. The product was filtered off and dried, yielding 70 parts (73%) of 3-bromo-N-(1-methylethyl)propanamide; mp. 60° C. (67).

Workup

  1. temperaturecooled
  2. stirringUpon completion, stirring
  3. washThe whole was washed with water
  4. customThe organic layer was separated
  5. customdried
  6. filtrationfiltered
  7. customevaporated
  8. customThe residue was crystallized from a mixture of 2,2'-oxybispropane and hexane
  9. filtrationThe product was filtered off
  10. customdried

Sources & evidence

ORD record
ord-ca144b7a6cb7473b922717086666d262
Source dataset
uspto-grants-1987_09
Patent number
US04695575

Reaction notes

Loading…