Dichloromethane → HCID 23463661, compound

HRID 444399Notes

Reaction equation

HRID 444399 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8](=[O:35])[C:9]1[CH:14]=[C:13]([Cl:15])[CH:12]=[CH:11][C:10]=1[N:16]1[C:20]([CH2:21][NH:22][C:23]([O:25][CH2:26][C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)=[O:24])=[N:19][N:18]=[C:17]1[CH2:33][SH:34].C(N(CC)CC)C.C(Cl)Cl.[C:46](Cl)(=[O:50])[O:47][CH2:48][CH3:49]>O1CCCC1.O>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8](=[O:35])[C:9]1[CH:14]=[C:13]([Cl:15])[CH:12]=[CH:11][C:10]=1[N:16]1[C:20]([CH2:21][NH:22][C:23]([O:25][CH2:26][C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=2)=[O:24])=[N:19][N:18]=[C:17]1[CH2:33][S:34][C:46]([O:47][CH2:48][CH3:49])=[O:50]

Participants

7

Reactant 4

HCID 6344DichloromethaneHCID 8471TriethylamineHCID 10928Ethyl chloroformateHCID 15573093HCID 15573093, compound

Product 1

HCID 23463661HCID 23463661, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 2',5-dichloro-2-(5-carbobenzoxyaminomethyl-3-mercaptomethyl-1,2,4-triazol-4-yl)-benzophenone (0.5 g), triethylamine (0.5 ml) and methylene chloride (10 ml) is added a solution of ethyl chlorocarbonate (0.5 ml) in tetrahydrofuran (8 ml) at 15° C. with stirring. The reaction mixture is stirred for 1 hour and poured into water. The organic layer is washed with water, dried over sodium sulfate and evaporated to remove the solvent. The residual oily material is chromatographed on a column of silica gel, whereby 2',5-dichloro-2-(5-carbobenzoxyaminomethyl-3-ethoxycarbonylthiomethyl-1,2,4-triazol-4-yl)benzophenone (0.5 g) is obtained as a colorless oil.

Workup

  1. stirringThe reaction mixture is stirred for 1 hour
  2. washThe organic layer is washed with water
  3. dry with materialdried over sodium sulfate
  4. customevaporated
  5. customto remove the solvent
  6. customThe residual oily material is chromatographed on a column of silica gel

Sources & evidence

ORD record
ord-3fc3e731eb7a4342883ecf3992d70272
Source dataset
uspto-grants-1981_04
Patent number
US04264499

Reaction notes

Loading…