Hydrogen Sulfide → HCID 14447407, compound

HRID 1973076Notes

Reaction equation

HRID 1973076 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. (0.01 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 ten 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 recrystalized 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 recrystalized from methanol, m.p. 129°-130°

Sources & evidence

ORD record
ord-27ecc21f828f43b39bcfeb7d3ef8f7d5
Source dataset
uspto-grants-1976_12
Patent number
US03996219

Reaction notes

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