3-Mercaptopropionic Acid → HCID 44336699, compound

HRID 358837Notes

Reaction equation

HRID 358837 reaction equation
Br[CH:2]1[C:15]2[C:10](=[C:11]([OH:16])[CH:12]=[CH:13][CH:14]=2)[C:9](=[O:17])[C:8]2[C:7]([OH:18])=[CH:6][CH:5]=[CH:4][C:3]1=2.[SH:19][CH2:20][CH2:21][C:22]([OH:24])=[O:23]>ClCCl>[C:22]([CH2:21][CH2:20][S:19][CH:2]1[C:15]2[C:10](=[C:11]([OH:16])[CH:12]=[CH:13][CH:14]=2)[C:9](=[O:17])[C:8]2[C:7]([OH:18])=[CH:6][CH:5]=[CH:4][C:3]1=2)([OH:24])=[O:23]

Participants

4

Reactant 2

HCID 65143-Mercaptopropionic AcidHCID 27650410-Bromo-1,8-dihydroxy-10H-anthracen-9-one

Product 1

HCID 44336699HCID 44336699, compoundYield 72.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

10-Bromo-1,8-dihydroxy-9-anthrone (305 mg) was dissolved in dichloromethane (10 ml) and 3-mercaptopropionic acid (0.09 ml) was added. The solution was stirred at room temperature for 3 days, during which time a yellow precipitate was formed. This precipitate was filtered off and recrystallised from absolute ethanol to give 10-(carboxyethylthio)-1,8-dihydroxy-9-anthrone (240 mg, 72.7%) as pale yellow needles, melting point 152°-15° C.

Workup

  1. customwas formed
  2. filtrationThis precipitate was filtered off
  3. customrecrystallised from absolute ethanol

Sources & evidence

ORD record
ord-3440242d5cb649d48ee6944be48022f0
Source dataset
uspto-grants-1991_03
Patent number
US04997961

Reaction notes

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