Thionyl Chloride → HCID 19816035, compound

HRID 2247896Notes

Reaction equation

HRID 2247896 reaction equation
O[CH:2]([C:14]1[CH:15]=[N:16][CH:17]=[CH:18][CH:19]=1)[C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[NH:9][C:8](=[O:13])[NH:7][CH2:6]2.S(Cl)([Cl:22])=O>>[ClH:22].[Cl:22][CH:2]([C:14]1[CH:15]=[N:16][CH:17]=[CH:18][CH:19]=1)[C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[NH:9][C:8](=[O:13])[NH:7][CH2:6]2

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 19816066HCID 19816066, compound

Product 1

HCID 19816035HCID 19816035, compoundYield 99.9%

Procedure

A mixture of 3 parts of intermediate 27, namely 3,4-dihydro-6-[hydroxy(3-pyridinyl)methyl]-2(1H)-quinazolinone, and 40.5 parts of thionyl chloride was stirred for 10 min. at room temperature and for 15 min. at reflux temperature. The reaction mixture was evaporated and the residue was co-evaporated with methylbenzene. The residue was dried in vacuo at 60° C. for 24 hours, yielding 3.1 parts (99.9%) of 6-[chloro(3-pyridinyl)methyl]-3,4-dihydro-2(1H)-quinazolinone monohydrochloride (intermediate 39).

Workup

  1. temperatureat reflux temperature
  2. customThe reaction mixture was evaporated
  3. customThe residue was dried in vacuo at 60° C. for 24 hours

Sources & evidence

ORD record
ord-c512668e1cfb4eb1aecf5d186a9fd425
Source dataset
uspto-grants-1991_08
Patent number
US05037829

Reaction notes

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