1,2-Dichloroethane → Amphetamine

HRID 1941754Notes

Reaction equation

HRID 1941754 reaction equation
C(Cl)CCl.[CH3:5][C@H:6]([NH:14]CCCCN)[CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.C(N(C(C)C)CC)(C)C>O.O1CCOCC1>[NH2:14][CH:6]([CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[CH3:5]

Participants

6

Reactant 3

HCID 111,2-DichloroethaneHCID 81531DiisopropylethylamineHCID 67531149HCID 67531149, compound

Product 1

HCID 3007Amphetamine

Reagents, catalysts & solvents 2

HCID 962WaterSolvent3×HCID 312751,4-DioxaneSolvent

Conditions

Temperature
22.5 °C

Procedure

To BSA (24.8 mg) in water (4 ml) was added NHS (22.2 mg, 0.193 mmol) in water (0.5 ml) followed by EDC (41 mg, 0.199 mmol) in water (0.5 ml). The mixture was shaken for 15 minutes at 20-25° C. N-[(1S)-1-methyl-2-phenylethyl]butane-1,4-diamine (2.7 mg, 0.013 mmol) in dioxan (0.2 ml) followed by di-isopropylethylamine (0.02 ml). The mixture was shaken for 18 hours at 20-25° C. The above material was dialysed against 50 mM Tris buffer at pH 7.4 containing sodium azide using a 10,000 molecular weight cut off membrane. BCA protein assay after dialysis gave a concentration of 1.6 mg/ml.

Workup

  1. stirringThe mixture was shaken for 18 hours at 20-25° C
  2. customThe above material was dialysed against 50 mM Tris buffer at pH 7.4
  3. additioncontaining sodium azide using a 10,000 molecular weight
  4. customBCA protein assay after dialysis
  5. customgave a concentration of 1.6 mg/ml

Sources & evidence

ORD record
ord-4066cb7cc03644a0b9ddb056d0e7c641
Source dataset
uspto-grants-2013_03
Patent number
US08389296B2

Reaction notes

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