Benzene, 1-(isothiocyanatomethyl)-4-methoxy- → HCID 86725087, compound

HRID 634087Notes

Reaction equation

HRID 634087 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][C:6]([C:10]([NH:12][NH2:13])=[O:11])=[CH:7][CH:8]=2)[CH:3]=[CH:2]1.[N:14]([CH2:17][C:18]1[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][CH:19]=1)=[C:15]=[S:16]>CCO>[NH:1]1[C:9]2[C:4](=[CH:5][C:6]([C:10]([NH:12][NH:13][C:15](=[S:16])[NH:14][CH2:17][C:18]3[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][CH:19]=3)=[O:11])=[CH:7][CH:8]=2)[CH:3]=[CH:2]1

Participants

4

Reactant 2

HCID 123197Benzene, 1-(isothiocyanatomethyl)-4-methoxy-HCID 227221541H-Indole-5-carbohydrazide

Product 1

HCID 86725087HCID 86725087, compoundYield 51%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 1H-indole-5-carbohydrazide (0.7 g, 3.98 mmol) and 1-isothiocyanatomethyl-4-methoxy-benzene (1.0 g, 5.56 mmol) in EtOH (10 mL) was heated to reflux for 2 h. The solvent was then removed in vacuo and the residue was triturated with EtOH (5 mL) to give 2-(1H-indole-5-carbonyl)-N-(4-methoxybenzyl)-hydrazinecarbothioamide (0.7 g, 2.0 mmol, 51%) as a white solid. MS (ESI, pos. ion) m/z: 355 (M+1).

Workup

  1. temperatureto reflux for 2 h
  2. customThe solvent was then removed in vacuo
  3. customthe residue was triturated with EtOH (5 mL)

Sources & evidence

ORD record
ord-de7087b668244f2a96d852ca1624140a
Source dataset
uspto-grants-2016_04
Patent number
US09321756B2

Reaction notes

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