Sodium Hydroxide → HCID 20266535, compound

HRID 1719694Notes

Reaction equation

HRID 1719694 reaction equation
Cl.Cl.[N:3]1([CH2:8][CH2:9][CH2:10][CH2:11][NH2:12])[CH:7]=[N:6][CH:5]=[N:4]1.[OH-].[Na+].[Cl:15][C:16]1[C:17]2[CH:27]=[CH:26][CH:25]=[CH:24][C:18]=2[S:19][C:20]=1[C:21](Cl)=[O:22]>C(Cl)Cl>[Cl:15][C:16]1[C:17]2[CH:27]=[CH:26][CH:25]=[CH:24][C:18]=2[S:19][C:20]=1[C:21]([NH:12][CH2:11][CH2:10][CH2:9][CH2:8][N:3]1[CH:7]=[N:6][CH:5]=[N:4]1)=[O:22]

Participants

5

Reactant 3

HCID 14798Sodium Hydroxide2×HCID 5198983-Chlorobenzo(b)thiophene-2-carbonyl chlorideHCID 20266537HCID 20266537, compound

Product 1

HCID 20266535HCID 20266535, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A mixture of about 2.13 g of 1H-1,2,4-triazole-1-butanamine, dihydrochloride, about 70 ml of methylene chloride, about 30 ml of 1N sodium hydroxide and about 2.3 g of 3-chlorobenzo[b]thiophene carbonyl chloride was stirred at room temperature overnight. About five ml of 1N sodium hydroxide and about 50 ml of methylene chloride were added. The organic layer was separated, washed twice with water, dried and concentrated to an oil. The oil was crystallized from ether, giving about 2.8 g of the desired product as a yellow solid, mp 103°-105° C.

Workup

  1. customThe organic layer was separated
  2. washwashed twice with water
  3. customdried
  4. concentrationconcentrated to an oil
  5. customThe oil was crystallized from ether

Sources & evidence

ORD record
ord-a3b93df86fe24301be9f4fc4cb94e3f3
Source dataset
uspto-grants-1985_09
Patent number
US04542145

Reaction notes

Loading…