Triethylamine → HCID 57097879, compound

HRID 232729Notes

Reaction equation

HRID 232729 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(N(CC)CC)C.Cl[S:40][N:41]([CH3:51])[C:42](=[O:50])[O:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH3:49]>C(Cl)Cl>[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:40][N:41]([CH3:51])[C:42]([O:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH3:49])=[O:50])=[O:15])[N:12]=3)[CH2:8][CH2:7][C:6]=2[CH:31]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 13060145HCID 13060145, compoundHCID 23359463HCID 23359463, compound

Product 1

HCID 57097879HCID 57097879, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

To a suspension of the title compound of Step E above (2.2 g, 0.005 mol) in 25 ml methylene chloride cooled to 0° C. was added triethylamine (1.0 g) and hexyl (chlorosulfenyl)(methyl)carbamate, (prepared in a manner similar 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 manner similar 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-283e920d8ece454bab7c39173a809b25
Source dataset
uspto-grants-1997_01
Patent number
US05591764

Reaction notes

Loading…