Triethylamine → HCID 21393486, compound

HRID 1606696Notes

Reaction equation

Cl.[CH3:2][O:3][NH2:4].C(N(CC)CC)C.[CH:12]1([N:22]=[C:23]=[O:24])[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH2:15][CH2:14][CH2:13]1>C(Cl)Cl>[CH3:2][O:3][NH:4][C:23]([NH:22][CH:12]1[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH2:15][CH2:14][CH2:13]1)=[O:24]

Participants

Conditions

Temperature: 15 °C

Procedure

To an ice cold, stirred mixture of 6.7 grams (0.080 mole) of methoxyamine hydrochloride in 80 ml. of methylene chloride is added a solution of 8.1 grams (0.080 mole) of triethylamine in 20 ml. of methylene chloride. The mixture is stirred at 15°C. for 15 minutes, and is then allowed to warm to 15°C. to 25°C. while a solution of 6.94 grams (0.04 mole) of 1,2,3,4-tetrahydro-1-naphthyl isocyanate in 25 ml. of methylene chloride is added dropwise. The mixture is stirred for 30 minutes at room temperature and then filtered. The filtrate is washed with water, dried sodium sulfate, and the solvent evaporated at reduced pressure to give a solid. Recrystallization of the solid from acetone/hexane gives 6.75 grams of the product, melting point 122°C. to 125°C. Recrystallization of the product from acetone/hexane gives the analytical sample, melting point 123.5°C. to 125°C. Analysis Calculated for C12H16N2O2 : C, 65.43; H, 7.32; N, 12.72. Found: C, 65.32; H, 7.33; N, 12.64.

Workup

stirringThe mixture is stirred for 30 minutes at room temperature
filtrationfiltered
washThe filtrate is washed with water, dried sodium sulfate
customthe solvent evaporated at reduced pressure
customto give a solid
customRecrystallization of the solid from acetone/hexane

Sources & evidence

ORD record: ord-482ebdd128344af39fc77f9f9c5adfad
Source dataset: uspto-grants-1976_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US03953506

Reaction notes

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