HCID 14071251, compound → HCID 9894694, compound

HRID 1744209Notes

Reaction equation

HRID 1744209 reaction equation
[F:1][C:2]([F:14])([F:13])[C:3]1[CH:12]=[CH:11][CH:10]=[CH:9][C:4]=1[CH2:5][N:6]=[C:7]=[S:8].[Cl:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[C:22]1[C:28]2[C:29]3[CH2:35][CH2:34][NH:33][CH2:32][C:30]=3[S:31][C:27]=2[N:26]2[C:36]([CH3:39])=[N:37][N:38]=[C:25]2[CH2:24][N:23]=1>ClCCl>[Cl:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[C:22]1[C:28]2[C:29]3[CH2:35][CH2:34][N:33]([C:7](=[S:8])[NH:6][CH2:5][C:4]4[CH:9]=[CH:10][CH:11]=[CH:12][C:3]=4[C:2]([F:13])([F:1])[F:14])[CH2:32][C:30]=3[S:31][C:27]=2[N:26]2[C:36]([CH3:39])=[N:37][N:38]=[C:25]2[CH2:24][N:23]=1

Participants

4

Reactant 2

HCID 14071251HCID 14071251, compoundHCID 21937476HCID 21937476, compound

Product 1

HCID 9894694HCID 9894694, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture containing 2-trifluoromethylbenzylisothiocyanate (1 g, 0.0046 mol) and 6-(2-chlorophenyl)-7,8,9,10-tetrahydro-1-methyl-4H-pyrido[4′,3′;4,5]thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepine (1.22 g, 0.0033 mol) in 20 ml of dichloromethane is agitated at a temperature close to 20° C. for 1 hour. The reaction mixture is evaporated to dryness. 40 ml of ethyl acetate is added to the residual oil. After separation of the insoluble part, the solvent is evaporated off. 40 ml of isopropyl ether is added until precipitation of the product then filtration on frit and washing with isopropyl ether. The solid obtained (1.2 g, 63%) is dried and a beige powder is obtained. Melting point: 178–184° C.

Workup

  1. customclose to 20° C. for 1 hour
  2. customThe reaction mixture is evaporated to dryness
  3. addition40 ml of ethyl acetate is added to the residual oil
  4. customAfter separation of the insoluble part
  5. customthe solvent is evaporated off
  6. addition40 ml of isopropyl ether is added until precipitation of the product
  7. filtrationfiltration on frit
  8. washwashing with isopropyl ether
  9. customThe solid obtained (1.2 g, 63%)
  10. customis dried
  11. customa beige powder is obtained

Sources & evidence

ORD record
ord-0bf259698d8e48ce847cefc814798707
Source dataset
uspto-grants-2006_03
Patent number
US07015213B1

Reaction notes

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