Methanol → HCID 21429796, compound

HRID 1076470Notes

Reaction equation

HRID 1076470 reaction equation
[S-2:1].[Na+].[Na+].CO.[C:6]([N:10]=[N:11][C:12]1(Cl)[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1)([CH3:9])([CH3:8])[CH3:7]>O>[C:6]([N:10]=[N:11][C:12]1([S:1][C:12]2([N:11]=[N:10][C:6]([CH3:9])([CH3:8])[CH3:7])[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]2)[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1)([CH3:9])([CH3:8])[CH3:7]

Participants

5

Reactant 3

HCID 887MethanolHCID 14804Sodium SulfideHCID 233447841-t-Butylazo-1-chlorocyclohexane

Product 1

HCID 21429796HCID 21429796, compoundYield 30%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
15 °C

Procedure

A solution of 1.56 grams (.02 moles) of sodium sulfide in 50 ml. of 75% aqueous methanol was prepared in a 200 ml. beaker and cooled to 15°C. To this solution was added 8.2 grams (.0404 moles) of 1-t-butylazo-1-chlorocyclohexane dropwise over a 15 minute period. After the addition was complete, the reaction was stirred for 45 minutes at room temperature and poured into 100 ml. of cold water. A solid formed and was filtered off and dried. The dried material weighed 2.2 grams (30% yield). The infrared spectrum of the product was in agreement with the structure of the desired compound.

Workup

  1. additionAfter the addition
  2. additionpoured into 100 ml
  3. customA solid formed
  4. filtrationwas filtered off
  5. customdried

Sources & evidence

ORD record
ord-bbf0ba6500b54f2b82c512150a01bdbc
Source dataset
uspto-grants-1976_05
Patent number
US03957750

Reaction notes

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