Water → HCID 12067413, compound

HRID 1266644Notes

Reaction equation

[OH:1][C:2]1[C:11]([C:12]([NH:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[O:13])=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:21](Cl)=[O:22])[CH:8]=2)[CH:3]=1.[CH2:24]([NH2:40])[CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH3:39].O>O1CCCC1>[OH:1][C:2]1[C:11]([C:12]([NH:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[O:13])=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:21]([NH:40][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH3:39])=[O:22])[CH:8]=2)[CH:3]=1

Participants

Conditions

Temperature: 30 °C

Procedure

A dispersion of 6.5 g of 2-hydroxy-3-phenylaminocarbonyl-6-chlorocarbonylnaphthalene in 20.0 g of dry tetrahydrofuran was added with 9.2 g of n-hexadecylamine solution in 30 g of dry tetrahydrofuran and reacted under reflux for 12 hours. To the reaction mixture, 30 g of water was added and the precipitates were collected by filtration, washed with water and thus obtained crystal was washed with 30 g of methanol under reflux. The obtained mixture was cooled to 30° C. and filtrated, washed with methanol and dried to provide 3.8 g of 2-hydroxy-3-phenylaminocarbonyl-6-n-hexadecylaminocarbonyl naphthalene (decomposition point: 257.2° C.).

Workup

customreacted
temperatureunder reflux for 12 hours
filtrationthe precipitates were collected by filtration
washwashed with water and thus obtained crystal
washwas washed with 30 g of methanol
temperatureunder reflux
filtrationfiltrated
washwashed with methanol
customdried

Sources & evidence

ORD record: ord-9f74a8a152fb4ce390e9a653f827b5d8
Source dataset: uspto-grants-2003_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06548703B1

Reaction notes

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