Ethyl Acetate → HCID 178488367, compound

HRID 374644Notes

Reaction equation

HRID 374644 reaction equation
C([Sn]([N:14]=[N+:15]=[N-:16])(CCCC)CCCC)CCC.[CH3:17][O:18][C:19]1[C:32]2[C:31](=[O:33])[C:30]3[C:25](=[CH:26][CH:27]=[CH:28][C:29]=3[O:34][CH3:35])[C:24](=[O:36])[C:23]=2[CH:22]=[C:21]([C:37]#[N:38])[CH:20]=1.C(OCC)(=O)C>C(O)(=O)C>[CH3:17][O:18][C:19]1[C:32]2[C:31](=[O:33])[C:30]3[C:25](=[CH:26][CH:27]=[CH:28][C:29]=3[O:34][CH3:35])[C:24](=[O:36])[C:23]=2[CH:22]=[C:21]([C:37]2[NH:16][N:15]=[N:14][N:38]=2)[CH:20]=1

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 4984872Tributyltin azideHCID 18997003HCID 18997003, compound

Product 1

HCID 178488367HCID 178488367, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
150 °C

Procedure

Tri-n-butyltin azide (100 ml) was added to 9,10-dihydro-4,5-dimethoxy-9,10-dioxoanthracene-2-carbonitrile (5.75 g) and heated and stirred at 150° C. for 4 hours, cooled to room temperature, poured into ethyl acetate (1000 ml). Acetic acid (10 cm3) was added and the solution allowed to stand 16 hours, the resultant precipitate was filtered to give the dimethoxyetrazole, m.p. 262°-264° C.

Workup

  1. temperatureheated
  2. temperaturecooled to room temperature
  3. waitto stand 16 hours
  4. filtrationthe resultant precipitate was filtered
  5. customto give the dimethoxyetrazole, m.p. 262°-264° C.

Sources & evidence

ORD record
ord-b132a2c45da9443bbdfc625bc0aced27
Source dataset
uspto-grants-1996_01
Patent number
US05480873

Reaction notes

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