Sodium Hydroxide → N-isopropyl-N-(3,4-methylenedioxyphenyl)thiourea

HRID 1973435Notes

Reaction equation

O1CCOCC1.[OH-].[Na+].[CH:9]([N:12]([C:24]1[CH:29]=[CH:28][C:27]2[O:30][CH2:31][O:32][C:26]=2[CH:25]=1)[C:13]([NH:15]C(=O)C1C=CC=CC=1)=[S:14])([CH3:11])[CH3:10]>O>[CH:9]([N:12]([C:24]1[CH:29]=[CH:28][C:27]2[O:30][CH2:31][O:32][C:26]=2[CH:25]=1)[C:13]([NH2:15])=[S:14])([CH3:11])[CH3:10]

Participants

Conditions

Temperature: 15 °C

Procedure

To a stirred solution consisting of 45 ml. of dioxane and 200 ml. of water is added 27 grams of sodium hydroxide and the whole stirred until complete solution takes place. To this solution is added 17 grams of N-isopropyl-N-(3,4-methylenedioxyphenyl)-N'-benzoyl thiourea. The resulting mixture is heated to reflux for 48 hours and then cooled to 15°C. The resulting white solid is crystallized from benzene to obtain N-isopropyl-N-(3,4-methylenedioxyphenyl)-thiourea melting at 149°-151°C.

Workup

temperatureThe resulting mixture is heated
temperatureto reflux for 48 hours
customThe resulting white solid is crystallized from benzene

Sources & evidence

ORD record: ord-314d0f9e9c354830a9f0c12ac0e3f59e
Source dataset: uspto-grants-1976_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US03997564

Reaction notes

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