Hydrochloric Acid → HCID 178476419, compound

HRID 1199724Notes

Reaction equation

HRID 1199724 reaction equation
[C:1]([O:4][CH2:5][CH2:6][O:7][C:8]1[CH:21]=[CH:20][C:19]2[O:18][C:17]3[C:12](=[CH:13][CH:14]=[C:15]([C:22]#[N:23])[CH:16]=3)[C:11](=[O:24])[C:10]=2[CH:9]=1)(=[O:3])[CH3:2].[N-:25]=[N+:26]=[N-:27].[Na+].[Cl-].[NH4+].Cl>CN(C)C=O>[C:1]([O:4][CH2:5][CH2:6][O:7][C:8]1[CH:21]=[CH:20][C:19]2[O:18][C:17]3[C:12](=[CH:13][CH:14]=[C:15]([C:22]4[NH:27][N:26]=[N:25][N:23]=4)[CH:16]=3)[C:11](=[O:24])[C:10]=2[CH:9]=1)(=[O:3])[CH3:2]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 25517Ammonium ChlorideHCID 33557Sodium AzideHCID 198655172-[(6-Cyano-9-oxo-9H-xanthen-2-yl)oxy]ethyl acetate

Product 1

HCID 178476419HCID 178476419, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The cyanoxanthone from step (B) (2.9 g), sodium azide (0.61 g), ammonium chloride (0.53 g) and dimethylformamide (50 ml) were heated together at 125° for 8 h. The reaction mixture was poured into an iced aqueous solution of hydrochloric acid (excess) and the product filtered off and dried. Recrystallisation from dimethylformamide yielded the title compound, m.p. 216°-218° C.

Workup

  1. filtrationthe product filtered off
  2. customdried
  3. customRecrystallisation from dimethylformamide

Sources & evidence

ORD record
ord-ffda02a935a54adf9b690b8124af81ca
Source dataset
uspto-grants-1990_02
Patent number
US04902701

Reaction notes

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