Sodium Hydroxide → HCID 10015502, compound

HRID 215709Notes

Reaction equation

HRID 215709 reaction equation
Cl.[Cl:2][C:3]1[C:8]([Cl:9])=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:10][NH:11][C:12]1[S:13][CH2:14][CH2:15][N:16]=1.[OH-].[Na+]>O.C(OCC)C>[Cl:2][C:3]1[C:8]([Cl:9])=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:10][NH:11][C:12]1[S:13][CH2:14][CH2:15][N:16]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 68954103((2,3-Dichlorophenyl)methyl)-1,3-thiazolin-2-ylamine hydrochloride2×

Product 1

HCID 10015502HCID 10015502, compoundYield 98.9%

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 3283Diethyl EtherSolvent

Procedure

A mixture of 0.36 gram (0.0012 mole) of ((2,3-dichlorophenyl)methyl)-1,3-thiazolin-2-ylamine hydrochloride (Compound C7) in one mL of water was added to a stirred, cold (ice water bath) mixture of 0.05 gram (0.0013 mole) of sodium hydroxide in 10 mL of water and 10 mL of diethyl ether. The reaction mixture was stirred for 10 minutes, poured into a separatory funnel and was extracted with two 50 mL portions of diethyl ether. The extracts were combined, dried with sodium sulfite and filtered. The filtrate was concentrated under reduced pressure to yield 0.31 gram of the title compound as a white solid. The NMR spectrum was consistent with the proposed structure.

Workup

  1. additionpoured into a separatory funnel
  2. extractionwas extracted with two 50 mL portions of diethyl ether
  3. dry with materialdried with sodium sulfite
  4. filtrationfiltered
  5. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-a6b385fe4dc24e14bfda5cf07e02255c
Source dataset
uspto-grants-2012_06
Patent number
US08193118B2

Reaction notes

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