HCID 66910930, compound → HCID 58265593, compound

HRID 1874092Notes

Reaction equation

HRID 1874092 reaction equation
[CH3:1][C:2]1[N:7]=[CH:6][C:5]([C:8]([CH:10]2[CH2:22][CH2:21][C:13]3[N:14]=[C:15]([NH:17][C:18](=[O:20])[CH3:19])[S:16][C:12]=3[C:11]2=O)=O)=[CH:4][CH:3]=1.Cl.[Cl:25][C:26]1[CH:31]=[C:30]([N+:32]([O-:34])=[O:33])[CH:29]=[CH:28][C:27]=1[NH:35][NH2:36]>C(O)(=O)C>[Cl:25][C:26]1[CH:31]=[C:30]([N+:32]([O-:34])=[O:33])[CH:29]=[CH:28][C:27]=1[N:35]1[C:11]2[C:12]3[S:16][C:15]([NH:17][C:18](=[O:20])[CH3:19])=[N:14][C:13]=3[CH2:21][CH2:22][C:10]=2[C:8]([C:5]2[CH:6]=[N:7][C:2]([CH3:1])=[CH:3][CH:4]=2)=[N:36]1

Participants

4

Reactant 2

HCID 66910930HCID 66910930, compoundHCID 86653429HCID 86653429, compound

Product 1

HCID 58265593HCID 58265593, compoundYield 72.9%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
60 °C

Procedure

A suspension of 5.0 g (15.2 mmol) N-[6-(6-methyl-pyridine-3-carbonyl)-7-oxo-4,5,6,7-tetrahydro-benzothiazol-2-yl]-acetamide (A-23) and 3.74 g (16.7 mmol) (2-chloro-4-nitro-phenyl)-hydrazine hydrochloride in 100 mL glacial acetic acid is stirred at 60° C. After stirring for 24 h at 60° C. the solvent is evaporated, the residue taken up in 200 mL of ACN and stirred for 20 min. The solid is filtered off and dried at 40° C. yielding 5.33 g of the desired product.

Workup

  1. stirringAfter stirring for 24 h at 60° C. the solvent
  2. customis evaporated
  3. stirringstirred for 20 min
  4. filtrationThe solid is filtered off
  5. customdried at 40° C.

Sources & evidence

ORD record
ord-6ae86212dc874f0292e86c6c1c4987e8
Source dataset
uspto-grants-2012_11
Patent number
US08304556B2

Reaction notes

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