Methanol → HCID 13101029, compound

HRID 354908Notes

Reaction equation

HRID 354908 reaction equation
Br.[CH3:2][N:3]1[C:7]([CH:9]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)([OH:8])[CH2:6][S:5][C:4]1=[N:22][CH3:23].CO.[OH-].[Na+]>O>[C:16]1([CH:9]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[C:7]2([OH:8])[CH2:6][S:5][C:4](=[N:22][CH3:23])[N:3]2[CH3:2])[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 20506552HCID 20506552, compound

Product 1

HCID 13101029HCID 13101029, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of 7.17 g. of 3-methyl-2-methylimino-4-diphenylmethyl-4-thiazolidinol hydrobromide (Example 6) in 300 ml. of methanol:water (2.1 v/v) is added, with stirring, 1.8 ml. of 10 N sodium hydroxide. The mixture is chilled, producing a gum which crystallizes on warming to room temperature. These crystals are collected by filtration, washed with methanol:water (2:1) and dried, giving 2.76 g. of the desired product, m.p. 133°-136° C.

Workup

  1. temperatureThe mixture is chilled
  2. customproducing a gum which
  3. customcrystallizes
  4. filtrationThese crystals are collected by filtration
  5. washwashed with methanol:water (2:1)
  6. customdried
  7. customgiving 2.76 g

Sources & evidence

ORD record
ord-e35440f627b34ff9af62833d746a6c0e
Source dataset
uspto-grants-1983_03
Patent number
US04377589

Reaction notes

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