Triethylamine → HCID 13823411, compound

HRID 1906368Notes

Reaction equation

HRID 1906368 reaction equation
[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6](=[O:19])[N:7]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[C:8]([SH:12])=[N:9]2)=[CH:4][CH:3]=1.Cl[Sn:21]([C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1)([C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1.C(N(CC)CC)C>C(Cl)Cl>[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6](=[O:19])[N:7]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[C:8]([S:12][Sn:21]([C:28]3[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=3)([C:34]3[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=3)[C:22]3[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=3)=[N:9]2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 12540Triphenyltin ChlorideHCID 178515069HCID 178515069, compound2×

Product 1

HCID 13823411HCID 13823411, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a stirred mixture of 4 g (0.014 mole) 7-chloro-2-mercapto-3-phenyl-4(3H)-quinazolinone (the product of Example 3) and 5.4 g (0.014 mole) chlorotriphenyl tin in methylene chloride (about 75 ml), 1.4 g (0.014 mole) triethylamine in methylene chloride (about 25 ml) was added dropwise. The resulting mixture was stirred for about one hour at ambient temperature, refluxed about 5 hours, stirred overnight, refluxed about 4 hours and cooled. The mixture was washed with water. The organic fraction was dried and stripped to give the above-identified product as a solid, melting point 110° to 112° C.

Workup

  1. additionwas added dropwise
  2. temperaturerefluxed about 5 hours
  3. stirringstirred overnight
  4. temperaturerefluxed about 4 hours
  5. temperaturecooled
  6. washThe mixture was washed with water
  7. customThe organic fraction was dried

Sources & evidence

ORD record
ord-89df60a15b5d4bdbbd395206a77afad5
Source dataset
uspto-grants-1987_03
Patent number
US04652558

Reaction notes

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