Hydrochloric Acid → HCID 13274422, compound

HRID 1903180Notes

Reaction equation

HRID 1903180 reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([CH:7]=[CH:8][C:9]([NH:15][CH3:16])=[C:10]2[N:13]=O)=[CH:5][CH:4]=1.[CH3:17][O:18][C:19]1[CH:26]=[CH:25][C:22]([CH:23]=O)=[CH:21][CH:20]=1.[ClH:27]>C(OCC)C>[ClH:27].[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([CH:7]=[CH:8][C:9]3[N:15]([CH3:16])[C:23]([C:22]4[CH:25]=[CH:26][C:19]([O:18][CH3:17])=[CH:20][CH:21]=4)=[N:13][C:10]=32)=[CH:5][CH:4]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312444-MethoxybenzaldehydeHCID 20468277HCID 20468277, compound

Product 1

HCID 13274422HCID 13274422, compoundYield 40%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

The compound of the title, as the free base, is prepared by following essentially the same procedure described in example 2 but using 7-methoxy-2-methylamino-1-nitrosonaphthalene instead of 2-methylamino-1-nitrosonaphthalene and 4-methoxybenzaldehyde instead of 4-ethoxybenzaldehyde. By addition of HCl to a diethyl ether solution of the free base, the corresponding hydrochloride precipitates. Yield 40%. M.p. 265° C. dec. (from methanol).

Workup

  1. customThe compound of the title, as the free base, is prepared
  2. customthe corresponding hydrochloride precipitates

Sources & evidence

ORD record
ord-9976596f35814840ace9bb7eb5de8044
Source dataset
uspto-grants-1984_03
Patent number
US04435417

Reaction notes

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