HCID 15549657, compound → HCID 9926129, compound

HRID 2305757Notes

Reaction equation

HRID 2305757 reaction equation
C([O:4][C:5](=[O:23])[NH:6][C:7]1[CH:11]=[C:10]([C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([Cl:18])[CH:13]=2)[S:9][C:8]=1[C:19](O)([CH3:21])[CH3:20])C=C>C1COCC1>[Cl:18][C:14]1[CH:13]=[C:12]([C:10]2[S:9][C:8]3[C:19]([CH3:20])([CH3:21])[O:23][C:5](=[O:4])[NH:6][C:7]=3[CH:11]=2)[CH:17]=[CH:16][CH:15]=1

Participants

3

Reactant 1

HCID 15549657HCID 15549657, compound

Product 1

HCID 9926129HCID 9926129, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of [5-(3-Chloro-phenyl)-2-(1-hydroxy-1-methyl-ethyl)-thiophen-3-yl]-carbamic acid allyl ester (0.12 g, 0.34 mmol) in anhydrous THF (5.0 mL) was added KOtBU (0.076 g, 0.068 mmol) and stirred for 15 minutes, quenched with H2O, and in situ crystallization was carried out by adding minimal amount of MeOH to the solution. The white crystals were collected on a Büchner funnel, mp 123-125° C. 1H NMR (DMSO-d6) δ1.64(s, 6H), 7.05(s, 1H), 7.37-7.48(m, 2H), 7.53-7.56(s, 1H), 7.67-7.68 (m, 1H), 10.41(s, 1H); MS(EI) mlz 293/295(M+H); Anal. Calc. For C17H18CINO3S: C, 57.24; H, 4.12; N, 4.77. Found: C, 56.93; H, 3.92; N, 4.97.

Workup

  1. customquenched with H2O
  2. customin situ crystallization
  3. additionby adding minimal amount of MeOH to the solution
  4. customThe white crystals were collected on a Büchner funnel, mp 123-125° C

Sources & evidence

ORD record
ord-38173d6f195f41ccaad2c9be3558b37f
Source dataset
uspto-grants-2002_08
Patent number
US06441019B2

Reaction notes

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