2-Morpholinoethylamine → HCID 178478540, compound

HRID 1679485Notes

Reaction equation

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

Participants

Conditions

Temperature: 150 °C

Procedure

A mixture consisting of 6.0 gm (0.0202 mol) of 2-methylmercapto-4-(2',6'-dichloro-phenyl)-2-imidazoline hydrochloride and 3.25 gm (0.025 mol) of N-(β-amino-ethyl)-morpholine was melted by heating it for 30 minutes at 150° C. Thereafter, while still hot, the molten mass was dissolved in ethanol and reprecipitated from solution by addition of ether. The precipitate, which solidified after some time, was collected and recrystallized from ethanol/acetone and, for further purification, briefly heated in boiling water in the presence of activated charcoal. The mixture was filtered, the filtrate was evaporated to dryness, and the residue was washed with acetone, yielding 3.0 gm (41.8% of theory) of the white crystalline compound of the formula ##STR11## which had a melting point of 225° C.

Workup

customreprecipitated from solution by addition of ether
customwas collected
customrecrystallized from ethanol/acetone and, for further purification
temperaturebriefly heated
filtrationThe mixture was filtered
customthe filtrate was evaporated to dryness
washthe residue was washed with acetone
customyielding 3.0 gm (41.8% of theory) of the white crystalline compound of the formula ##STR11## which

Sources & evidence

ORD record: ord-b36e5ac447484f2a9cb243758035e9cf
Source dataset: uspto-grants-1978_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04080503

Reaction notes

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