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Sulfuric Acid → HCID 178509482, compound

HRID 1408421
Notes
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Reaction equation

HRID 1408421 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:12]=[CH:11][NH:10][N:9]=2)=[CH:4][C:3]=1[CH2:13][NH:14]C(=O)C.S(=O)(=O)(O)O.[OH-].[Na+]>O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:12]=[CH:11][NH:10][N:9]=2)=[CH:4][C:3]=1[CH2:13][NH2:14]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 14798Sodium HydroxideHCID 178474518HCID 178474518, compound2×

Product 1

HCID 178509482HCID 178509482, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
120 °C

Procedure

A mixture of N-[[2-chloro-5-(1H-pyrazol-3-yl)phenyl]methyl]acetamide (i.e. the product of Step B) (2.0 g, 8.0 mmol), sulfuric acid (1.5 mL) and water (7.0 mL) was heated to 120° C. for 15 h. The reaction mixture was then cooled to ambient temperature, basified with 10% NaOH solution and extracted with ethyl acetate. The combined extracts were washed with brine, dried (Na2SO4) and concentrated to yield the title product as a solid (1.0 g), which was used in the next step without further purification.

Workup

  1. temperatureThe reaction mixture was then cooled to ambient temperature
  2. extractionextracted with ethyl acetate
  3. washThe combined extracts were washed with brine
  4. dry with materialdried (Na2SO4)
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-88e817d6c89a4443b4b9f54c670eb770
Source dataset
uspto-grants-2014_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08921360B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes