Hydrochloric Acid → HCID 67247648, compound

HRID 2273190Notes

Reaction equation

HRID 2273190 reaction equation
O.[OH-].[Li+].C([O:6][C:7]([C:9]1[CH2:10][S:11][C:12]2[CH:13]=[N:14][C:15]3[C:20]([C:21]=2[CH:22]=1)=[CH:19][C:18]([O:23][CH3:24])=[CH:17][CH:16]=3)=[O:8])C.Cl>O1CCCC1.O>[CH3:24][O:23][C:18]1[CH:19]=[C:20]2[C:15](=[CH:16][CH:17]=1)[N:14]=[CH:13][C:12]1[S:11][CH2:10][C:9]([C:7]([OH:8])=[O:6])=[CH:22][C:21]2=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 168937Lithium hydroxide, monohydrateHCID 67248225HCID 67248225, compound

Product 1

HCID 67247648HCID 67247648, compoundYield 88.3%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

Lithium hydroxide monohydrate (731 mg, 17.42 mmol, 15.0 eq) is added at room temperature to a stirred solution of 6-methoxy-2H-1-thia-9-aza-phenanthrene-3-carboxylic acid ethyl ester (350 mg, 1.16 mmol, 1.0 eq) in tetrahydrofuran (5 mL) and water (5 mL). After 2 hours stirring at room temperature, the reaction mixture is acidified until pH=6 with a 1N hydrochloric acid aqueous solution and the resulting precipitate is collected by filtration, dried under vacuum to afford 6-methoxy-2H-1-thia-9-aza-phenanthrene-3-carboxylic acid as a yellow solid (280 mg, 88% yield).

Workup

  1. filtrationthe resulting precipitate is collected by filtration
  2. customdried under vacuum

Sources & evidence

ORD record
ord-d1754b824a1f4d888390c3cf46e9702d
Source dataset
uspto-grants-2015_09
Patent number
US09120822B2

Reaction notes

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