Dichloromethane → HCID 14459493, compound

HRID 1031470Notes

Reaction equation

HRID 1031470 reaction equation
[C:1](OC(=O)C)(=[O:3])[CH3:2].[NH2:8][CH2:9][CH2:10][NH:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]2[CH:19]([CH3:25])[CH2:20][C:21](=[O:24])[NH:22][N:23]=2)=[CH:14][C:13]=1[N+:26]([O-:28])=[O:27].ClCCl>C(O)(=O)C>[C:1]([NH:8][CH2:9][CH2:10][NH:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]2[CH:19]([CH3:25])[CH2:20][C:21](=[O:24])[NH:22][N:23]=2)=[CH:14][C:13]=1[N+:26]([O-:28])=[O:27])(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 7918Acetic AnhydrideHCID 14459483HCID 14459483, compound

Product 1

HCID 14459493HCID 14459493, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

0.40 ml (4.23 mmol) of acetic anhydride is added to a solution of 1.00 g (3.43 mmol) of 6-[4-(2-aminoethyl)amino-3-nitro-phenyl]-4,5-dihydro-5-methyl-3(2H)-pyridazinone in 10 ml of glacial acetic acid and the solution is stirred at room temperature for 20 hours. The precipitated solid is suction filtered and washed with 5 ml of dichloromethane. The mother liquor is concentrated by evaporation under vacuum and the residue obtained is stirred up with 5 ml of dichloromethane and filtered. The two crystal fractions are recrystallized together from ethanol (99.7%). 0.86 g (75%) of orange coloured crystals, m.p. 222° C., are obtained.

Workup

  1. filtrationfiltered
  2. washwashed with 5 ml of dichloromethane
  3. concentrationThe mother liquor is concentrated by evaporation under vacuum
  4. customthe residue obtained
  5. filtrationfiltered
  6. customThe two crystal fractions are recrystallized together from ethanol (99.7%)
  7. customare obtained

Sources & evidence

ORD record
ord-a1661049ccd24d91951cfb0eb00220ea
Source dataset
uspto-grants-1990_09
Patent number
US04954501

Reaction notes

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