Dichloromethane → HCID 15583179, compound

HRID 2418210Notes

Reaction equation

HRID 2418210 reaction equation
Cl[C:2]1C(CCC)[C:10](=[O:15])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.O.[NH2:17][NH2:18].C(Cl)Cl.N(Cl)Cl>C(O)C.O>[NH:17]([C:2]1[N:3]([CH2:4][CH2:5][CH3:6])[C:10](=[O:15])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1)[NH2:18]

Participants

7

Reactant 4

HCID 6344DichloromethaneHCID 24654Hydrazine hydrate (1:1)HCID 76939ChlorimideHCID 20446038HCID 20446038, compound

Product 1

HCID 15583179HCID 15583179, compoundYield 82%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

The crude solid imino chloride of Step C was dissolved in 800 ml of ethanol and 400 ml of hydrazine hydrate and the mixture was refluxed for two hours until TLC indicated (SiO2, CH2Cl2 /2% MeOH) that no imino chloride remained. 500 ml of water were added to the mixture and the mixture was cooled inducing a crystalline precipitate of the product. The precipitation was filtered, washed well with water, then dried over P2O5 under vacuum to obtain 158 g (82% yield) of 2-hydrazino-3-n-propylquinazolin-4(3H)-one in the form of a pale yellow solid melting at 125°-8° C.

Workup

  1. temperaturethe mixture was cooled
  2. customThe precipitation
  3. filtrationwas filtered
  4. washwashed well with water
  5. dry with materialdried over P2O5 under vacuum

Sources & evidence

ORD record
ord-feeda53bf178466c9ca8cc922d5b48dd
Source dataset
uspto-grants-1984_09
Patent number
US04472400

Reaction notes

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