Hydrochloric Acid → HCID 72359938, compound

HRID 2103907Notes

Reaction equation

HRID 2103907 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[S:15][CH:14]=[C:13]([C:16](=[N:18][NH:19][C:20]([NH:22][C:23]3[S:27][C:26]([C:28]([O:30]C)=[O:29])=[CH:25][CH:24]=3)=[S:21])[CH3:17])[C:12]=2[OH:32])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[OH-].[Na+].Cl>C(O)(C)C>[C:1]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[S:15][CH:14]=[C:13]([C:16](=[N:18][NH:19][C:20]([NH:22][C:23]3[S:27][C:26]([C:28]([OH:30])=[O:29])=[CH:25][CH:24]=3)=[S:21])[CH3:17])[C:12]=2[OH:32])=[CH:7][CH:6]=1)([CH3:2])([CH3:3])[CH3:4]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium Hydroxide2×HCID 72360122HCID 72360122, compound

Product 1

HCID 72359938HCID 72359938, compoundYield 3.2%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

Methyl 5-{[(2-{1-[5-(4-t-butylphenyl)-4-hydroxy-3-thienyl]ethylidene}hydrazino)carbonothioyl]amino}-2-thiophenecarboxylate (85 mg, 0.18 mmol) synthesized in Synthetic Example 98 was dissolved in isopropyl alcohol (1.8 ml), and 0.2 M sodium hydroxide aqueous solution (1.95 ml, 0.39 mmol) was added thereto, following by stirring overnight at room temperature. Then 0.2 M sodium hydroxide aqueous solution (0.96 ml, 0.19 mmol) was added thereto, following by stirring overnight at 45° C. After completion of the stirring, 1 M hydrochloric acid (0.58 ml, 0.58 mmol) was added. The precipitated solid was filtered to obtain 2.7 mg of the desired product as a pale yellow solid (yield 3%).

Workup

  1. stirringby stirring overnight at 45° C
  2. filtrationThe precipitated solid was filtered

Sources & evidence

ORD record
ord-a6c309d2ad204a64b1b4597214a866bf
Source dataset
uspto-grants-2009_08
Patent number
US07576115B2

Reaction notes

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