Sodium Hydroxide → N-[2-(3,3-Dimethyl-2,3-dihydro-1H-indol-1-yl)phenyl]thiourea

HRID 12391Notes

Reaction equation

C([NH:9][C:10]([NH:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[N:19]1[C:27]2[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=2)[C:21]([CH3:29])([CH3:28])[CH2:20]1)=[S:11])(=O)C1C=CC=CC=1.[OH-].[Na+]>CO>[CH3:28][C:21]1([CH3:29])[C:22]2[C:27](=[CH:26][CH:25]=[CH:24][CH:23]=2)[N:19]([C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=2[NH:12][C:10]([NH2:9])=[S:11])[CH2:20]1

Participants

Conditions

Temperature: 50 °C

Procedure

To a solution of 2f (60 mg, 0.149 mmol) in MeOH was added 1N NaOH (0.2 mL, 0.2 mmol). The reaction mixture was stirred at 50° C. for 2 h. The solvent was evaporated under reduced pressure and co-evaporated with toluene to afford 2 g (35 mg, 80%). MS (ES) m/z 298 [M+H]30 .

Workup

customThe solvent was evaporated under reduced pressure and co-evaporated with toluene
customto afford 2 g (35 mg, 80%)

Sources & evidence

ORD record: ord-b622ac2b97c445c8892456fc306c31a0
Source dataset: uspto-grants-2010_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07728008B2

Reaction notes

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