Water → 66597-78-2

HRID 1035683Notes

Reaction equation

HRID 1035683 reaction equation
[Cl:1][C:2]1[C:11]2[CH2:10][CH2:9][CH2:8][CH2:7][C:6]=2[C:5](Cl)=[N:4][N:3]=1.[NH2:13][NH2:14].O.CCOC(C)=O>C1COCC1>[Cl:1][C:2]1[C:11]2[CH2:10][CH2:9][CH2:8][CH2:7][C:6]=2[C:5]([NH:13][NH2:14])=[N:4][N:3]=1

Participants

6

Reactant 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 9321HydrazineHCID 126224401,4-Dichloro-5,6,7,8-tetrahydrophthalazine

Product 1

HCID 640098866597-78-2Yield 56%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
60 °C

Procedure

To 1,4-dichloro-5,6,7,8-tetrahydrophthalazine (406 mg, 2.0 mmol) in 2 mL THF was added hydrazine (704 uL, 704 mm, 12 mmol) and the mixture heated at 60° C. for 5.5 hours. To the mixture was added 3 mL of water and 10 mL EtOAc. The resulting suspension was filtered, washed with water (3×5 mL) and concentrated to provide Compound 29A as a pale tan powder (222 mg, 56%). LC/MS (m/z)=199.7 (M+H)+.

Workup

  1. filtrationThe resulting suspension was filtered
  2. washwashed with water (3×5 mL)
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-271ef61bce8b497abd777529d98720c2
Source dataset
uspto-grants-2013_10
Patent number
US08546394B2

Reaction notes

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