Amphetamine → HCID 70628179, compound

HRID 616764Notes

Reaction equation

HRID 616764 reaction equation
C[CH:2](Cl)[C:3]([NH:5][C:6]1[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][C:7]=1[C:8]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)=[O:9])=[O:4].[CH3:22][CH:23]([NH2:31])[CH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1.O1CCOC[CH2:33]1>C(OCC)C>[ClH:20].[C:25]1([CH2:24][CH:23]([CH3:22])[NH:31][CH2:2][C:3]([N:5]([C:6]2[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][C:7]=2[C:8]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[O:9])[CH3:33])=[O:4])[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1

Participants

5

Reactant 3

HCID 3007AmphetamineHCID 312751,4-DioxaneHCID 54271004HCID 54271004, compound

Product 1

HCID 70628179HCID 70628179, compoundYield 58%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

8 g of 2-(methyl-chloroacetamido)-5-chlorobenzophenone and 6.8 g of DL-amphetamine (= DL 1-phenyl-2-aminopropane) in 150 ml of anhydrous dioxan are heated to reflux for 4 hours whilst stirring. The turbid solution is filtered after cooling and evaporated in vacuo and the oily residue is triturated with three times 100 ml of water and dried in vacuo. The oily crude base (8.3 g) thus obtained is dissolved in 400 ml of anhydrous diethyl ether and filtered. 6.5 g of DL-2-(5-phenyl-N-methyl-4-methyl-3-aza-pentanamido)-5-chlorobenzophenone hydrochloride (58% of theory), with a melting point of 132°-135°, are obtained by passing in dry hydrogen chloride gas.

Workup

  1. temperatureto reflux for 4 hours
  2. filtrationThe turbid solution is filtered
  3. temperatureafter cooling
  4. customevaporated in vacuo
  5. customthe oily residue is triturated with three times 100 ml of water
  6. customdried in vacuo
  7. customThe oily crude base (8.3 g) thus obtained
  8. filtrationfiltered

Sources & evidence

ORD record
ord-d910216ed45646408a56561299c63c58
Source dataset
uspto-grants-1978_02
Patent number
US04075409

Reaction notes

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