Hydrogen Sulfide → HCID 14447407, compound

HRID 1657703Notes

Reaction equation

HRID 1657703 reaction equation
[C:1]1([CH:7]([C:9]([O:11][CH:12]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[O:10])[NH2:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(O[CH:28]=[S:29])C.S>O1CCCC1>[S:29]=[CH:28][NH:8][CH:7]([C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1)[C:9]([O:11][CH:12]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1)=[O:10]

Participants

5

Reactant 3

HCID 402Hydrogen SulfideHCID 11073343Methanethioic acid, O-ethyl esterHCID 131710294HCID 131710294, compound

Product 1

HCID 14447407HCID 14447407, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 15.9 g. (0.05 mol.) of α-phenylglycine, diphenylmethyl ester, and 9 g. of (0.1 mol.) of ethylthioformate in 50 ml. of tetrahydrofuran is stirred overnight at room temperature. Then a stream of hydrogen sulfide is passed into the solution for 10 minutes, the reaction mixture is permitted to stand overnight, then concentrated and petroleum ether is added to the residue. 16.9 g. of α-[(thioxomethyl)amino]benzeneacetic acid, diphenylmethyl ester, crystallizes. The crude product is recrystallized from methanol, m.p. 129°-130°.

Workup

  1. concentrationconcentrated
  2. additionpetroleum ether is added to the residue
  3. customof α-[(thioxomethyl)amino]benzeneacetic acid, diphenylmethyl ester, crystallizes
  4. customThe crude product is recrystallized from methanol, m.p. 129°-130°

Sources & evidence

ORD record
ord-357c0323264d4f3faa38796271d59cae
Source dataset
uspto-grants-1976_06
Patent number
US03962229

Reaction notes

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