Benzenediazonium, 2-methoxy-4-(phenylamino)-, chloride (1:1) → HCID 21536770, compound

HRID 1076449Notes

Reaction equation

HRID 1076449 reaction equation
[Cl-].[NH:2]([C:9]1[CH:14]=[CH:13][C:12]([N+:15]#[N:16])=[C:11]([O:17][CH3:18])[CH:10]=1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[F:19][As-:20]([F:25])([F:24])([F:23])([F:22])[F:21].[H+]>O>[F:19][As-:20]([F:25])([F:24])([F:23])([F:22])[F:21].[NH:2]([C:9]1[CH:14]=[CH:13][C:12]([N+:15]#[N:16])=[C:11]([O:17][CH3:18])[CH:10]=1)[C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1

Participants

4

Reactant 2

HCID 83540Benzenediazonium, 2-methoxy-4-(phenylamino)-, chloride (1:1)HCID 167617Arsenate(1-), hexafluoro-, hydrogen (1:1)

Product 1

HCID 21536770HCID 21536770, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

4-Anilino-2-methoxybenzenediazonium hexafluoroarsenate was prepared by reacting 4-anilino-2-methoxybenzenediazonium chloride with hexafluoroarsenic acid in water. The resultant produt gave a 90% yield which melted at 167° (dec.) and assayed over 95%. When the product was recrystallized from methanol it melted at 171.5° (dec.); analysis 9.69%, 9.76% N; calculated 10.12% N. The product has a maximum molar absorptivity at 365 mμ of 31,900 in methanol. Film bases of cellulose triacetate and cellulose diacetate film were coated with the following solution:2-Butanone 50 mlMethanol 50 ml5-Sulfosalicyclic acid 1.75 g.3-Hydroxy-2-naphth-o-toluidide 0.6 g.N-Benzylacetoacetamide 0.4 g.Methyl Violet B (4 g) in 1 ml 1000 ml of 2-methoxyethanol4-Anilino-2-methoxybenzenediazonium 2.0 g. hexafluoroarsenate

Workup

  1. customThe resultant produt gave a 90% yield which melted at 167° (dec.)
  2. customWhen the product was recrystallized from methanol it melted at 171.5° (dec.)

Sources & evidence

ORD record
ord-562f3bcc94064d2baa41fb4d84b9ee8b
Source dataset
uspto-grants-1976_05
Patent number
US03957489

Reaction notes

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