Calcium Chloride → HCID 54532394, compound

HRID 1059533Notes

Reaction equation

HRID 1059533 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([N:9]([CH:31]2[CH2:37][CH2:36][CH2:35][CH2:34][CH2:33][CH2:32]2)[C:10]([NH:12][CH:13]2[CH2:18][CH2:17][N:16]([S:19]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=3[N+:28]([O-])=O)(=[O:21])=[O:20])[CH2:15][CH2:14]2)=[O:11])[CH:6]=[CH:7][CH:8]=1)#[N:2].[Cl-].[Ca+2].[Cl-]>C(O)C.O.[Zn]>[C:1]([C:3]1[CH:4]=[C:5]([N:9]([CH:31]2[CH2:37][CH2:36][CH2:35][CH2:34][CH2:33][CH2:32]2)[C:10]([NH:12][CH:13]2[CH2:18][CH2:17][N:16]([S:19]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=3[NH2:28])(=[O:21])=[O:20])[CH2:15][CH2:14]2)=[O:11])[CH:6]=[CH:7][CH:8]=1)#[N:2]

Participants

6

Reactant 2

HCID 5284359Calcium ChlorideHCID 54510395HCID 54510395, compound

Product 1

HCID 54532394HCID 54532394, compoundYield 81%

Reagents, catalysts & solvents 3

HCID 23994ZincCatalystHCID 702EthanolSolventHCID 962WaterSolvent

Procedure

N-(3-cyanophenyl)-N′-(1-(2-nitrophenyl)sulfonylpiperidin-4-yl)cycloheptylurea (0.71 g, 1.47 mmol) in ethanol (90 ml) and water (10 ml) was stirred with zinc dust (3.2 g, 48.6 mmol) and calcium chloride (0.11 g, 0.95 mmol). This mixture was heated at reflux for 3 h then filtered hot through a Celite® pad and evaporated; 0.59 g of N-(3-cyanophenyl)-N′-(1-(2-aminophenyl)sulfonylpiperidin-4-yl)cycloheptylurea was obtained; LRMS (M+H)+ m/z 454.

Workup

  1. temperatureThis mixture was heated
  2. temperatureat reflux for 3 h
  3. filtrationthen filtered hot through a Celite® pad
  4. customevaporated

Sources & evidence

ORD record
ord-8fc50da8fa474578a5797f95811e1cba
Source dataset
uspto-grants-2003_02
Patent number
US06521614B1

Reaction notes

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