Methane → HCID 12926640, compound

HRID 2058241Notes

Reaction equation

HRID 2058241 reaction equation
[OH-].[K+].C.Cl.Cl.[OH:6][CH:7]([CH2:20][NH:21][C:22]([CH3:25])([CH3:24])[CH3:23])[CH2:8][O:9][C:10]1[C:18]2[NH:17][C:16](=[S:19])[NH:15][C:14]=2[CH:13]=[CH:12][CH:11]=1>C(O)(=O)C.O.C(=S)=S.C(O)C>[OH:6][CH:7]([CH2:20][NH:21][C:22]([CH3:25])([CH3:24])[CH3:23])[CH2:8][O:9][C:10]1[C:18]2[NH:17][C:16](=[S:19])[NH:15][C:14]=2[CH:13]=[CH:12][CH:11]=1

Participants

9

Reactant 4

HCID 297MethaneHCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 23350093HCID 23350093, compound

Product 1

HCID 12926640HCID 12926640, compound

Reagents, catalysts & solvents 4

HCID 176Acetic AcidSolventHCID 702EthanolSolventHCID 962WaterSolventHCID 6348Carbon DisulfideSolvent

Procedure

7.2 g. 2,3-Diamino-1-(2-hydroxy-3-tert.-butylaminoproxy)-benzene (see German Patent Specification No. 2,432,269) are dissolved in 20 ml. ethanol and mixed with 1.26 g. potassium hydroxide, 1.73 g. carbon disulphide and 2.9 ml. water. The reaction mixture is boiled under reflux for 3 hours. After clarification with active charcoal, the solution is mixed at 70° C. with 1.6 ml. glacial acetic acid in 23 ml. water and then evaporated to dryness. After crystallisation of the evaporation residue from ethanol, there are obtained 2.4 g. (40% of theory) of free base with a melting point of 214°-216° C. which is converted in ethanolic solution with ethereal hydrochloric acid into the corresponding 4-(2-hydroxy-3-tert-butylaminopropoxy)-2-benzimidazoline-thione hydrochloride; m.p. 288°-289° C.

Workup

  1. temperatureunder reflux for 3 hours
  2. customwater and then evaporated to dryness
  3. customAfter crystallisation of the evaporation residue from ethanol, there
  4. customare obtained 2.4 g

Sources & evidence

ORD record
ord-62988e1c5a7244e4a02c00090b93abdb
Source dataset
uspto-grants-1980_07
Patent number
US04215134

Reaction notes

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