Water → HCID 66911563, compound

HRID 1011634Notes

Reaction equation

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

Participants

Reactant 4

HCID 962Water

HCID 1140Toluene

HCID 1150Tryptamine

HCID 6811Phthalic Anhydride

Product 1

HCID 66911563HCID 66911563, compoundYield 90%

Procedure

Tryptamine (3.09 g; 19 mmol) was dissolved in toluol (300 ml). Phthalic anhydride (3 g; 20.2 mmol) was then added. The yellow reaction solution was boiled with reflux for 7 h (water separator). The course of the reaction was controlled by DC. For work up toluol was distilled off completely. The remaining yellow solid was recrystallised from cyclohexane/chloroform (1:1). 4.796 g (90%) of the product were obtained.

Workup

distillationFor work up toluol was distilled off completely
customThe remaining yellow solid was recrystallised from cyclohexane/chloroform (1:1)

Sources & evidence

ORD record: ord-204fa6e7f28c4f11a37f97b319817365
Source dataset: uspto-grants-2011_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07977370B2

Reaction notes

Loading…