Phosphorus oxide (P4O10) → HCID 178473796, compound

HRID 1607168Notes

Reaction equation

HRID 1607168 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([C:7](O)=O)=[CH:3][N:2]=1.[C:10]([N:13]1[C:21]2[C:16](=[CH:17][C:18]([NH2:23])=[C:19]([NH2:22])[CH:20]=2)[C:15]([CH3:25])([CH3:24])[CH2:14]1)(=[O:12])[CH3:11].O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O>>[C:10]([N:13]1[C:21]2=[CH:20][C:19]3[NH:22][C:7]([C:4]4[CH:5]=[CH:6][N:1]=[N:2][CH:3]=4)=[N:23][C:18]=3[CH:17]=[C:16]2[C:15]([CH3:25])([CH3:24])[CH2:14]1)(=[O:12])[CH3:11]

Participants

4

Reactant 3

HCID 14812Phosphorus oxide (P4O10)HCID 2761046Pyridazine-4-carboxylic AcidHCID 14183251HCID 14183251, compound

Product 1

HCID 178473796HCID 178473796, compound

Procedure

To 75 g. polyphoshoric acid are added 3.1 g. pyridazine-4-carboxylic acid, 5.0 g. (23 mmole) 1-acetyl-5,6-diamino-3,3-dimethylindoline (Example 2b) and 22 g. phosphorus pentoxide and heated to 150°-160° C. for 7 hours. The reaction mixture is poured on to ice, rendered ammoniacal, extracted with dichloromethane and the extract evaporated to give 3.6 g. (51% of theory) of the title compound in the form of a dark solid; m.p. 225°-260° C.

Workup

  1. additionpolyphoshoric acid are added 3.1 g
  2. additionThe reaction mixture is poured on to ice
  3. extractionextracted with dichloromethane
  4. customthe extract evaporated
  5. customto give 3.6 g

Sources & evidence

ORD record
ord-5acde1ca6d8c4fc591929da20c5c6d23
Source dataset
uspto-grants-1989_09
Patent number
US04863945

Reaction notes

Loading…