4-Nitrobenzaldehyde → HCID 53834340, compound

HRID 1415396Notes

Reaction equation

HRID 1415396 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[CH2:10][O:9][N:8]=[C:7]([N:11]([CH3:13])[NH2:12])[C:6]=2[CH:14]=1.[N+:15]([C:18]1[CH:25]=[CH:24][C:21]([CH:22]=O)=[CH:20][CH:19]=1)([O-:17])=[O:16]>C(O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[CH2:10][O:9][N:8]=[C:7]([N:11]([CH3:13])[N:12]=[CH:22][C:21]3[CH:24]=[CH:25][C:18]([N+:15]([O-:17])=[O:16])=[CH:19][CH:20]=3)[C:6]=2[CH:14]=1

Participants

4

Reactant 2

HCID 5414-NitrobenzaldehydeHCID 21824527HCID 21824527, compound

Product 1

HCID 53834340HCID 53834340, compoundYield 74%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

An amount of 1.4 g. of 6-chloro-4-(1-methylhydrazino)-1H-2,3-benzoxazine is dissolved in 70 ml. of ethanol by heating at 50° C, then 1.12 g. of p-nitro-benzaldehyde are added. The solution is stirred, then allowed to stand for 2 hours. The formed crystals are collected by filtering and recrystallized from 500 ml. of benzene. An amount of 1.7 g. (74%) of 6-chloro-4-[1-methyl-2-(4-nitro-benzylidene)-hydrazino]-1H-2,3-benzoxazine are obtained; m.p. 251° C with decomposition.

Workup

  1. customThe formed crystals are collected
  2. filtrationby filtering
  3. customrecrystallized from 500 ml

Sources & evidence

ORD record
ord-199fa85625d9407bb67a2e5a3801f4d2
Source dataset
uspto-grants-1977_01
Patent number
US04005082

Reaction notes

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