Benzoyl isothiocyanate → HCID 58746426, compound

HRID 723962Notes

Reaction equation

HRID 723962 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]([NH:14][C:15]2[S:16][C:17]3[CH:23]=[C:22]([NH2:24])[CH:21]=[CH:20][C:18]=3[N:19]=2)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:25]([N:33]=[C:34]=[S:35])(=[O:32])[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1>C1COCC1>[C:25]([NH:33][C:34]([NH:24][C:22]1[CH:21]=[CH:20][C:18]2[N:19]=[C:15]([NH:14][CH:11]3[CH2:12][CH2:13][N:8]([CH2:1][C:2]4[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=4)[CH2:9][CH2:10]3)[S:16][C:17]=2[CH:23]=1)=[S:35])(=[O:32])[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1

Participants

4

Reactant 2

HCID 68284Benzoyl isothiocyanateHCID 21878486HCID 21878486, compound

Product 1

HCID 58746426HCID 58746426, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

N2-(1-Benzyl-piperidin-4-yl)-benzothiazole-2,6-diamine (Example 27b, 39 mg, 0.12 mmol) was stirred with benzoylisothiocyanate (17 μl, 1.1 eq.) in dry THF at room temperature under argon for 24 hours. The solvent was evaporated to give a yellow oil. The oil was purified by chromatography on silica gel (30% ethyl acetate/hexanes) to give a yellow oil (60.7 mg, 100%).

Workup

  1. customThe solvent was evaporated
  2. customto give a yellow oil
  3. customThe oil was purified by chromatography on silica gel (30% ethyl acetate/hexanes)

Sources & evidence

ORD record
ord-ff81f4bf80864a50b84e8840df64e1aa
Source dataset
uspto-grants-2006_11
Patent number
US07141595B2

Reaction notes

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