Dichloromethane → HCID 57097879, compound

HRID 2396084Notes

Reaction equation

HRID 2396084 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[C:13]3[C:9]([C:27]([O:29][CH3:30])=[O:28])([CH2:10][N:11]([C:14]([NH:16][C:17]4[CH:22]=[CH:21][C:20]([C:23]([F:26])([F:25])[F:24])=[CH:19][CH:18]=4)=[O:15])[N:12]=3)[CH2:8][CH2:7][C:6]=2[CH:31]=1.C(Cl)Cl.Cl[S:36][N:37]([CH3:47])[C:38](=[O:46])[O:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH3:45]>C(N(CC)CC)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[C:13]3[C:9]([C:27]([O:29][CH3:30])=[O:28])([CH2:10][N:11]([C:14]([N:16]([C:17]4[CH:18]=[CH:19][C:20]([C:23]([F:24])([F:25])[F:26])=[CH:21][CH:22]=4)[S:36][N:37]([CH3:47])[C:38]([O:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH3:45])=[O:46])=[O:15])[N:12]=3)[CH2:8][CH2:7][C:6]=2[CH:31]=1

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 13060145HCID 13060145, compoundHCID 23359463HCID 23359463, compound

Product 1

HCID 57097879HCID 57097879, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Conditions

Temperature
0 °C

Procedure

To a suspension of the title compound of Step E above (2.2 g, 0.005 mol) in25 ml methylene chloride cooled to 0° C. was added triethylamine (1.0 g) and hexyl (chlorosulfenyl)(methyl)carbamate, (prepared in a mannersimilar to Example 1, Step D), (2.5 g 75% pure) dropwise at 0° C. The mixture was stirred at room temperature for additional one hour. The reaction mixture was concentrated under high vacuum and subjected to silica gel column chromatography using hexane-ether (1:1) as an eluent. The title compound (2.5 g) was obtained, melting point 128°-129° C. in high purity.

Workup

  1. custom(prepared in a mannersimilar to Example 1, Step D), (2.5 g 75% pure) dropwise at 0° C
  2. concentrationThe reaction mixture was concentrated under high vacuum

Sources & evidence

ORD record
ord-1f47a50b14f443b3bdc16b53660ed257
Source dataset
uspto-grants-1996_02
Patent number
US05491162

Reaction notes

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