2,3-Bishydrazinocarbonyl-5-bromo-7-ethyl-4-hydroxyquinoline → HCID 178418252, compound

HRID 3134Notes

Reaction equation

[NH:1]([C:3]([C:5]1[C:14]([C:15]([NH:17]N)=[O:16])=[C:13]([OH:19])[C:12]2[C:7](=[CH:8][C:9]([CH2:21][CH3:22])=[CH:10][C:11]=2[Br:20])[N:6]=1)=[O:4])N>C(O)(=O)C>[Br:20][C:11]1[C:12]2[C:13]([OH:19])=[C:14]3[C:15](=[O:16])[NH:17][NH:1][C:3](=[O:4])[C:5]3=[N:6][C:7]=2[CH:8]=[C:9]([CH2:21][CH3:22])[CH:10]=1

Participants

Conditions

Temperature: 81 °C

Procedure

A stirred mixture of 2,3-bishydrazinocarbonyl-5-bromo-7-ethyl-4-hydroxyquinoline (0.40 g, 1.1 mM) in glacial acetic acid (12 mL) was heated at 81° C. for 1.5 hr. After cooling to room temperature, the reaction mixture was filtered and the collected solids washed with acetic acid and air dried to provide the title compound (0.25 g, 70%) as a light brown solid, mp>400° C.; MS(CI): 336 (M+H).

Workup

temperatureAfter cooling to room temperature
filtrationthe reaction mixture was filtered
washthe collected solids washed with acetic acid and air
customdried

Sources & evidence

ORD record: ord-b9d0a22ff2cb4115aad368a06d554f16
Source dataset: uspto-grants-1998_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05733910

Reaction notes

Loading…