1H-Indole-3-thiol → 3-(Indol-3-ylthio)cinnamic acid

HRID 437779

Reaction equation

[SH:1][C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[NH:4][CH:3]=1.[C:11]1([C:17]#[C:18][C:19]([OH:21])=[O:20])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>>[NH:4]1[C:5]2[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=2)[C:2]([S:1][C:13]2[CH:12]=[C:11]([CH:16]=[CH:15][CH:14]=2)[CH:17]=[CH:18][C:19]([OH:21])=[O:20])=[CH:3]1

Participants

Reactant 2

HCID 102001H-Indole-3-thiol

HCID 69475Phenylpropiolic Acid

Product 1

HCID 543229723-(Indol-3-ylthio)cinnamic acid

Procedure

By the same method as described in Example 1, 0.2 mole each of 3-mercaptoindole and phenylpropiolic acid gives 20.0 g of product after recrystallization from acetone-water, mp 165°-167° C.

Sources & evidence

ORD record: ord-53b8cf0366184bbbb78d21667be8a1d1
Source dataset: uspto-grants-1977_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04032537

Linked notes

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