Stannous chloride dihydrate → HCID 19844130, compound

HRID 2352306Notes

Reaction equation

HRID 2352306 reaction equation
[N:1]([O-])=O.[Na+].[NH2:5][C:6]1[CH:11]=[CH:10][C:9]([S:12]([NH:15][CH2:16][CH2:17][C:18]2[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][CH:19]=2)(=[O:14])=[O:13])=[CH:8][CH:7]=1.O.O.[Sn](Cl)[Cl:29]>O.Cl>[ClH:29].[NH:5]([C:6]1[CH:7]=[CH:8][C:9]([S:12]([NH:15][CH2:16][CH2:17][C:18]2[CH:19]=[CH:20][C:21]([O:24][CH3:25])=[CH:22][CH:23]=2)(=[O:13])=[O:14])=[CH:10][CH:11]=1)[NH2:1]

Participants

6

Reactant 3

HCID 61436Stannous chloride dihydrateHCID 9150812HCID 9150812, compoundHCID 23668193Sodium Nitrite

Product 1

HCID 19844130HCID 19844130, compoundYield 73.4%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolvent2×HCID 962WaterSolvent2×

Conditions

Temperature
-5 °C

Procedure

A solution of sodium nitrite (0.8 g) in water (20 ml) was added dropwise to a stirred suspension of the product of stage (ii) (3.5 g) in a mixture of concentrated hydrochloric acid (100 ml) and water (100 ml) keeping the temperature below -5° C. The resulting solution was stirred at about -5° C. for 30 min, when a solution of tin (II) chloride dihydrate (13 g) in concentrated hydrochloric acid (100 ml) was added. The resulting suspension was allowed to warm to room temperature over 1 h. The solid was filtered off, washed with ether, and dried in vacuo to give a solid (3.0 g). A sample (2 g) was crystallised from a mixture of methanol and isopropyl acetate to give the title compound as a solid (0.9 g) m.p. 208°-209°.

Workup

  1. customthe temperature below -5° C
  2. temperatureto warm to room temperature over 1 h
  3. filtrationThe solid was filtered off
  4. washwashed with ether
  5. customdried in vacuo

Sources & evidence

ORD record
ord-83efcfe0bb1440fb96eb30a58b706e3c
Source dataset
uspto-grants-1989_10
Patent number
US04876267

Reaction notes

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