Water → HCID 178527906, compound

HRID 1597237Notes

Reaction equation

HRID 1597237 reaction equation
[CH2:1]([O:8][C:9]1[CH:18]=[C:17]2[C:12]([C:13](=O)[NH:14][CH:15]=[N:16]2)=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.P12(SP3(SP(SP(S3)(S1)=S)(=S)S2)=S)=[S:21].O>N1C=CC=CC=1>[CH2:1]([O:8][C:9]1[CH:18]=[C:17]2[C:12]([C:13](=[S:21])[NH:14][CH:15]=[N:16]2)=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 14817Phosphorus sulfide (P2S5)HCID 1357631107-(Benzyloxy)-3,4-dihydroquinazolin-4-one

Product 1

HCID 178527906HCID 178527906, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A suspension of 7-benzyloxy-3,4-dihydroquinazolin-4-one (7 g, 28 mmol), (prepared as described for the starting material in Example 6), in pyridine (350 ml) containing phosphorus pentasulphide (12.5 g, 33 mmol) was heated at reflux for 8 hours. After cooling, the mixture was poured into water (1 liter). The precipitate was collected by filtration, and washed with water. The solid was dissolved in 6M sodium hydroxide and the solution was filtered. The filtrate was acidified to pH2 with 6M hydrochloric acid. The precipitate was collected by filtration, washed with water, and dried under vacuum at 60° C. to give 7-benzyloxy-3,4-dihydroquinazolin-4-thione (7.42 g, 99%).

Workup

  1. custom(prepared
  2. temperaturewas heated
  3. temperatureat reflux for 8 hours
  4. temperatureAfter cooling
  5. filtrationThe precipitate was collected by filtration
  6. washwashed with water
  7. dissolutionThe solid was dissolved in 6M sodium hydroxide
  8. filtrationthe solution was filtered
  9. filtrationThe precipitate was collected by filtration
  10. washwashed with water
  11. customdried under vacuum at 60° C.

Sources & evidence

ORD record
ord-81454e966c694571947f14c84503f8c9
Source dataset
uspto-grants-2001_09
Patent number
US06294532B1

Reaction notes

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