Methylhydrazine → HCID 18995721, compound

HRID 1464596Notes

Reaction equation

HRID 1464596 reaction equation
CNN.[CH2:4]([O:10][N:11]1C(=O)C2=CC=CC=C2C1=O)[C:5]#[C:6][CH2:7][C:8]#[CH:9].[Cl:22]CCl>>[ClH:22].[CH2:4]([O:10][NH2:11])[C:5]#[C:6][CH2:7][C:8]#[CH:9]

Participants

4

Reactant 3

HCID 6061MethylhydrazineHCID 6344DichloromethaneHCID 18995705HCID 18995705, compound

Product 1

HCID 18995721HCID 18995721, compound

Procedure

Methyl hydrazine (2 mL, 37.6 mmol) was added dropwise to a solution of N-(2,5-hexadiynyl)oxyphthalimide (9 g, 37.6 mmol) in 75 mL of dichloromethane and stirred at room temperature for 3 hours. The reaction mixture was filtered and the filtrate diluted to 400 mL with diethyl ether. Anhydrous hydrogen chloride gas was bubbled into the dilute solution to give a precipitate of the hydrochloride salt of the title product, 3.96 g, m.p. 141°-143° C.

Workup

  1. filtrationThe reaction mixture was filtered
  2. additionthe filtrate diluted to 400 mL with diethyl ether
  3. customAnhydrous hydrogen chloride gas was bubbled into the dilute solution

Sources & evidence

ORD record
ord-9381ba1edf2e4140b641ece70b3363d2
Source dataset
uspto-grants-1994_04
Patent number
US05306718

Reaction notes

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