Hydrochloric Acid → HCID 178492409, compound

HRID 46424

Reaction equation

HRID 46424 reaction equation
[NH2:1][C:2]1[C:3]([OH:12])=C2[C:8](=[N:9][C:10]=1[CH3:11])[NH:7][N:6]=N2.[CH3:13][N:14](C)C1C=CC=CC=1.[CH3:22][O:23][C:24]1[CH:29]=[CH:28][C:27]([N:30]=[N:31][C:32]2[CH:40]=[C:36]([C:37](Cl)=[O:38])[C:35]([OH:41])=[CH:34][CH:33]=2)=[CH:26][CH:25]=1.Cl>CN(C)C=O>[OH:41][C:35]1[CH:34]=[CH:33][C:32]([N:31]=[N:30][C:27]2[CH:28]=[CH:29][C:24]([O:23][CH3:22])=[CH:25][CH:26]=2)=[CH:40][C:36]=1[C:37]([NH:1][C:2]1[C:10]([CH3:11])=[N:9][C:8]2[N:7]([N:6]=[CH:13][N:14]=2)[C:3]=1[OH:12])=[O:38]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 949N,N-DimethylanilineHCID 1355740405-(4-Methoxyphenylazo)salicoyl chlorideHCID 178432419HCID 178432419, compound

Product 1

HCID 178492409HCID 178492409, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

5-Amino-4-hydroxy-6-methyltetraazaindene (0.5 g) was dissolved in dry N,N-dimethylformamide (10 ml) and dimethylaniline (0.37 g) added. 5-(4-Methoxyphenylazo)salicoyl chloride (0.88 g) was added portionwise at room temperature with stirring. After 12 hours the mixture was poured into iced dilute hydrochloric acid and the crude product collected, washed with water and dried. The material was extracted with a large volume of ether and crystallized in aqueous ethanol as the monohydrate (0.8 g, 61%), m.p. 323°-324° decomp., λmax (methanol)=354 nm.

Workup

  1. customthe crude product collected
  2. washwashed with water
  3. customdried
  4. extractionThe material was extracted with a large volume of ether
  5. customcrystallized in aqueous ethanol as the monohydrate (0.8 g, 61%), m.p. 323°-324° decomp., λmax (methanol)=354 nm

Sources & evidence

ORD record
ord-ebe194cb14044933b0cd9887a4432fea
Source dataset
uspto-grants-1979_11
Patent number
US04173478

Linked notes

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