Hydrazine → HCID 67348885, compound

HRID 1672777Notes

Reaction equation

HRID 1672777 reaction equation
[CH2:1]([NH:3][C:4]1[N:5]=[CH:6][C:7]2[C:16](=[O:17])[N:15]([C:18]3[CH:19]=[C:20]([CH:26]=[CH:27][CH:28]=3)[C:21](OCC)=[O:22])[CH2:14][CH:13]3[N:9]([CH2:10][CH2:11][CH2:12]3)[C:8]=2[N:29]=1)[CH3:2].[NH2:30][NH2:31]>C(O)C>[CH2:1]([NH:3][C:4]1[N:5]=[CH:6][C:7]2[C:16](=[O:17])[N:15]([C:18]3[CH:19]=[C:20]([CH:26]=[CH:27][CH:28]=3)[C:21]([NH:30][NH2:31])=[O:22])[CH2:14][C@H:13]3[N:9]([CH2:10][CH2:11][CH2:12]3)[C:8]=2[N:29]=1)[CH3:2]

Participants

4

Reactant 2

HCID 9321HydrazineHCID 67351988HCID 67351988, compound

Product 1

HCID 67348885HCID 67348885, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

Compound 18 (1.15 g, 2.19 mmol) obtained in Example 18 was dissolved in ethanol (11 mL), and the mixture was stirred overnight at 80° C. after adding hydrazine.monohydrate (1.06 mL, 21.9 mmol). The mixture was concentrated, diluted with chloroform, and washed with water. The organic layer was dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to give (S)-3-(9-ethylamino-6-oxo-2,3,3a,4-tetrahydro-1H,6H-5,8,10,10b-tetraazabenzo[e]azulen-5-yl)benzoic hydrazide (1.10 g, quantitative).

Workup

  1. concentrationThe mixture was concentrated
  2. additiondiluted with chloroform
  3. washwashed with water
  4. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-a293ec3c458b4ede99857247f43b8269
Source dataset
uspto-grants-2011_08
Patent number
US07998954B2

Reaction notes

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