Thiazole → HCID 70398885, compound

HRID 1906048Notes

Reaction equation

HRID 1906048 reaction equation
[P:1]([O-:32])([O:28][CH2:29][CH2:30]Br)([O:3][CH2:4][CH:5]([O:26][CH3:27])[CH2:6][O:7][CH2:8][C:9](=[O:25])[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])=[O:2].[S:33]1[CH:37]=[CH:36][N:35]=[CH:34]1>C1(C)C=CC=CC=1>[P:1]([O-:32])([O:28][CH2:29][CH2:30][C:34]1[S:33][CH:37]=[CH:36][NH+:35]=1)([O:3][CH2:4][CH:5]([O:26][CH3:27])[CH2:6][O:7][CH2:8][C:9](=[O:25])[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])=[O:2]

Participants

4

Reactant 2

HCID 9256ThiazoleHCID 86741342HCID 86741342, compound

Product 1

HCID 70398885HCID 70398885, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
60 °C

Procedure

In 3 ml of toluene was dissolved 0.9 g of the above 3-(2-oxoheptadecyloxy)-2-methoxypropyl 2-bromoethyl phosphate (5), and 1 ml of thiazole was added to the solution. The mixture was stirred at 60° C. for 4 days and then concentrated to dryness. The residue was purified by silica gel chromatography [eluent: (1) methanol and (2) chloroform-methanol-water (65:25:4)] to give 0.20 g of the desired compound.

Workup

  1. additionwas added to the solution
  2. concentrationconcentrated to dryness
  3. customThe residue was purified by silica gel chromatography [eluent: (1) methanol and (2) chloroform-methanol-water (65:25:4)]

Sources & evidence

ORD record
ord-50101ab55a684049b9131af6e15939ee
Source dataset
uspto-grants-1987_03
Patent number
US04649203

Reaction notes

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