Hydrochloric Acid → HCID 178492521, compound

HRID 375288Notes

Reaction equation

HRID 375288 reaction equation
[CH3:1][O:2][C:3]1[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[C:13]2[C:4]=1[C:5](=[O:22])[C:6]1[CH:7]=[CH:8][C:9]([C:20]#[N:21])=[CH:10][C:11]=1[C:12]2=[O:19].[N-:23]=[N+:24]=[N-:25].[Na+].Cl.C(N(CC)CC)C.Cl>O.CN(C)C=O>[CH3:1][O:2][C:3]1[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[C:13]2[C:4]=1[C:5](=[O:22])[C:6]1[CH:7]=[CH:8][C:9]([C:20]3[NH:25][N:24]=[N:23][N:21]=3)=[CH:10][C:11]=1[C:12]2=[O:19]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 11130Triethylamine hydrochlorideHCID 33557Sodium AzideHCID 18994668HCID 18994668, compound

Product 1

HCID 178492521HCID 178492521, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 6228DimethylformamideSolvent

Conditions

Temperature
97 °C

Procedure

9,10-Dihydro-5,8-dimethoxy-9,10-dioxoanthracene-2-carbonitrile (1.005 g), sodium azide (0.334 g), triethylamine hydrochloride (0.708 g), dimethyl formamide (24 ml) and water (0.5 ml) were heated with stirring to 97° C. for 9 hours then cooled and poured into a mixture of water (210 ml) and 5N HCl (30 ml). The precipitate formed was isolated by filtration, washed with water and then dried in vacuo at 70° C. to give the tetrazole as a solid, m.p. 260°-262° C.

Workup

  1. temperaturethen cooled
  2. customThe precipitate formed
  3. customwas isolated by filtration
  4. washwashed with water
  5. customdried in vacuo at 70° C.

Sources & evidence

ORD record
ord-d59c62924ecc4f58a411968e1f14375f
Source dataset
uspto-grants-1996_01
Patent number
US05484935

Reaction notes

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