Glycine → HCID 59645281, compound

HRID 250327Notes

Reaction equation

[C:1]1([S:7][C:8]2[CH:9]=[C:10]([C:17]([OH:19])=O)[C:11](=[CH:15][CH:16]=2)[C:12]([OH:14])=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH2:20][CH2:21][C:22]([OH:24])=[O:23]>>[O:14]=[C:12]1[C:11]2[C:10](=[CH:9][C:8]([S:7][C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)=[CH:16][CH:15]=2)[C:17](=[O:19])[N:20]1[CH2:21][C:22]([OH:24])=[O:23]

Participants

Reactant 2

HCID 750Glycine

HCID 22381631HCID 22381631, compound

Product 1

HCID 59645281HCID 59645281, compoundYield 98.1%

Procedure

5.62 g of 4-phenylsulfanyl-phthalic acid (20.5 mmol) and 1.55 g of glycine (20.5 mmol) were ground thoroughly together in a mortar. Then the mixture was heated to 210° C. to 220° C. in an oil bath. The molten mass was stirred with a spatula at this temperature for 15 min before it was allowed to cool to ambient temperature in vacuo. 6.30 g of the title compound were obtained; MS-(−)-ion: M−1=311.8; 1H NMR (DMSO-d6): δ=7.82 (d, 1H), 7.46 to 7.62 (m, 7H), 4.26 (s, 2H).

Workup

temperatureThen the mixture was heated to 210° C. to 220° C. in an oil bath

Sources & evidence

ORD record: ord-73c71213e13544e1afaaaade5ccacd5a
Source dataset: uspto-grants-2011_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07863292B2

Reaction notes

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