Triethylamine → HCID 23461459, compound

HRID 2286565Notes

Reaction equation

HRID 2286565 reaction equation
[C:1]1([CH:7]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:8](Cl)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:17]([CH:19]1[CH2:21][NH:20]1)#[N:18].C(N(CC)CC)C>C(OCC)C>[C:1]1([CH:7]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:8]([N:20]2[CH2:21][CH:19]2[C:17]#[N:18])=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 746372,2-Diphenylacetyl chlorideHCID 118115Aziridine-2-carbonitrile

Product 1

HCID 23461459HCID 23461459, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

The same compound is also obtained when a solution of 1.15 g. diphenylacetyl chloride in 5 ml. anhydrous diethyl ether is added dropwise at 0° C. to a solution of 0.35 g. 2-cyanoaziridine and 0.6 g. triethylamine in 15 ml. diethyl ether and the reaction mixture then stirred for 1 hour at 0° C. and for 2 hours at ambient temperature. The precipitated hydrochloride is filtered off with suction (0.7 g.) and the ethereal filtrate is concentrated to a volume of about 10 ml. and shaken out twice with 5 ml. amounts of water. After evaporation of the ethereal phase, there is obtained 1.13 g. of the desired compound.

Workup

  1. customThe same compound is also obtained when a solution of 1.15 g
  2. filtrationThe precipitated hydrochloride is filtered off with suction (0.7 g.)
  3. concentrationthe ethereal filtrate is concentrated to a volume of about 10 ml
  4. customAfter evaporation of the ethereal phase
  5. customthere is obtained 1.13 g

Sources & evidence

ORD record
ord-7cfe176ca1144734a0c496dfa79a82a8
Source dataset
uspto-grants-1981_05
Patent number
US04267174

Reaction notes

Loading…