Hydrochloric Acid → 6-(9-oxoacridin-10(9H)-yl)hexanoic acid

HRID 2195008Notes

Reaction equation

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

Participants

Conditions

Temperature: 100 °C

Procedure

To ethyl 6-(9-oxoacridin-10(9H)-yl)hexanoate (0.80 g) was added acetic acid (9 ml) and 2M hydrochloric acid (2.5 ml). The mixture was heated to 100° C. for 18 hours after which time the volatile components were removed on a rotary evaporator. Diethyl ether was added (25 ml) and the mixture stirred for 15 minutes. The resulting material was filtered off and air dried to give 0.36 g final product (Formula XVII). Mass spectrum: 310 (M+H).

Workup

customwere removed on a rotary evaporator
additionDiethyl ether was added (25 ml)
filtrationThe resulting material was filtered off
customair dried

Sources & evidence

ORD record: ord-b5fa6fae82e841f992140d4cee75d188
Source dataset: uspto-grants-2012_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08334387B2

Reaction notes

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