Phthalimide → HCID 19605050, compound

HRID 1603502Notes

Reaction equation

HRID 1603502 reaction equation
N(C(OCC)=O)=NC(OCC)=O.O[CH2:14][C:15]1[N:16]2[CH:23]=[N:22][CH:21]=[C:17]2[S:18][C:19]=1[CH3:20].[C:24]1(=[O:34])[NH:28][C:27](=[O:29])[C:26]2=[CH:30][CH:31]=[CH:32][CH:33]=[C:25]12.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>C1COCC1>[C:24]1(=[O:34])[N:28]([CH2:14][C:15]2[N:16]3[CH:23]=[N:22][CH:21]=[C:17]3[S:18][C:19]=2[CH3:20])[C:27](=[O:29])[C:26]2=[CH:30][CH:31]=[CH:32][CH:33]=[C:25]12

Participants

6

Reactant 4

HCID 6809PhthalimideHCID 11776TriphenylphosphineHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 19605009HCID 19605009, compound

Product 1

HCID 19605050HCID 19605050, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Under an argon atmosphere, 1.8 ml of diethyl azodicarboxylate was added dropwise to 30 ml of an anhydrous THF solution containing 962 mg of 3-hydroxymethyl-2-methylimidazo[5,1-b]thiazole, 1.68 g of phthalimide and 3.0 g of triphenylphosphine at room temperature, and the mixture was then stirred at room temperature for 2 hours as it was. The solvent was evaporated under reduced pressure, and the resulting residue was purified through a silica gel column chromatograph to obtain 1.7 g of 3-phthalimidomethyl-2-methylimidazo[5,1-b]thiazole.

Workup

  1. customThe solvent was evaporated under reduced pressure
  2. customthe resulting residue was purified through a silica gel column chromatograph

Sources & evidence

ORD record
ord-e0070e4d344c4fe3b2babae773d29eff
Source dataset
uspto-grants-1999_11
Patent number
US05990101

Reaction notes

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