Formamide → 7,8-dihydro-[1,4]dioxino[2,3-g]quinazolin-4(3H)-one

HRID 596605Notes

Reaction equation

HRID 596605 reaction equation
C[O:2][C:3](=O)[C:4]1[C:9]([NH2:10])=[CH:8][C:7]2[O:11][CH2:12][CH2:13][O:14][C:6]=2[CH:5]=1.[CH:16]([NH2:18])=O>>[CH2:13]1[CH2:12][O:11][C:7]2[CH:8]=[C:9]3[C:4]([C:3](=[O:2])[NH:18][CH:16]=[N:10]3)=[CH:5][C:6]=2[O:14]1

Participants

3

Reactant 2

HCID 713FormamideHCID 3146109Methyl 7-amino-2,3-dihydro-1,4-benzodioxin-6-carboxylate

Product 1

HCID 1357365997,8-dihydro-[1,4]dioxino[2,3-g]quinazolin-4(3H)-one

Procedure

A mixture of 2.0 g. of 6-amino-3,4-ethylenedioxybenzoic acid methyl ester and 6 ml. of 99% formamide is refluxed for 1.5 hours, then cooled, diluted with 5 ml. of water and the resulting precipitate filtered off, water washed and dried to obtain 6,7-ethylenedioxyquinazolin-4(3H)-one, m.p. 275° C.

Workup

  1. additionA mixture of 2.0 g
  2. temperaturecooled
  3. additiondiluted with 5 ml
  4. filtrationof water and the resulting precipitate filtered off
  5. washwater washed
  6. customdried

Sources & evidence

ORD record
ord-db09790bee9b48718e3171bffd3523fc
Source dataset
uspto-grants-1977_03
Patent number
US04011323

Reaction notes

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