2-Hydrazinoethanol → HCID 136332170, compound

HRID 1731382Notes

Reaction equation

HRID 1731382 reaction equation
[OH:1][CH2:2][CH2:3][NH:4][NH2:5].Cl[C:7]1[C:20]2[C:19](=O)[C:18]3[C:13](=[CH:14][CH:15]=[C:16]([O:22][CH3:23])[CH:17]=3)[NH:12][C:11]=2[C:10]([N+]([O-])=O)=[CH:9][CH:8]=1>CO.C1COCC1>[CH3:23][O:22][C:16]1[C:17]2[N:4]([CH2:3][CH2:2][OH:1])[N:5]=[C:19]3[C:18]=2[C:13]([NH:12][C:11]2[CH:10]=[CH:9][CH:8]=[CH:7][C:20]=23)=[CH:14][CH:15]=1

Participants

5

Reactant 2

HCID 80172-HydrazinoethanolHCID 4382311-chloro-7-methoxy-4-nitro-10H-acridin-9-one

Product 1

HCID 136332170HCID 136332170, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolvent2×HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of 3.6 g of 2-hydroxyethyl hydrazine in 5 ml of methanol and 20 ml of THF was added over 1.5 hours to a mixture of 6.09 g of 1-chloro-7-methoxy-4-nitro-9(10H)-acridinone in 75 ml of methanol and 55 ml of THF, and the resulting suspension was stirred 20 hours at room temperature. The precipitate was coliected and recrystallized from DMSC-methanol, providing 9=methoxypyrazolo[3,4,5-kl]acridine-2(6H)ethanol, mp 275°-276 C.

Workup

  1. customrecrystallized from DMSC-methanol

Sources & evidence

ORD record
ord-ac7c4fc8f2444dfcbed2e61d19d88520
Source dataset
uspto-grants-1986_11
Patent number
US04621086

Reaction notes

Loading…