Hydrazine, 1,1-diphenyl-, hydrochloride (1:1) → HCID 57733252, compound

HRID 1920757Notes

Reaction equation

HRID 1920757 reaction equation
[CH3:1][C:2]1[N:3]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[C:4](=[O:15])[C:5]2[C:10]([C:11]=1[C:12](Cl)=[O:13])=[CH:9][CH:8]=[CH:7][CH:6]=2.Cl.[C:23]1([N:29]([C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[NH2:30])[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>ClCCCl>[C:23]1([N:29]([C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[NH:30][C:12]([C:11]2[C:10]3[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=3)[C:4](=[O:15])[N:3]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[C:2]=2[CH3:1])=[O:13])[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=1

Participants

4

Reactant 2

HCID 10738Hydrazine, 1,1-diphenyl-, hydrochloride (1:1)HCID 86630908HCID 86630908, compound

Product 1

HCID 57733252HCID 57733252, compound

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Conditions

Temperature
140 °C

Procedure

A mixture of 3-methyl-1-oxo-2-phenyl-1,2-dihydro-isoquinoline-4-carbonyl chloride (the synthesis is described above in example 1a) (25 mg, 0.08 mmol) and 1,1-diphenylhydrazine hydrochloride (56 mg, 0.25 mmol) in 1,2-dichloroethane (1 ml) was heated under microwave irradiation for 20 min at 140° C. Volatiles were removed in vacuo and the product was purified by preparative LC-MS to give 14 mg of colorless solid. LC-MS (m/z) 446.7 (MH+); tR=1.58.

Workup

  1. customVolatiles were removed in vacuo
  2. customthe product was purified by preparative LC-MS

Sources & evidence

ORD record
ord-86792b25df994cb6b1b319f4b71175db
Source dataset
uspto-grants-2012_05
Patent number
US08173639B2

Reaction notes

Loading…