tert-Butanol → HCID 131713221, compound

HRID 1649047Notes

Reaction equation

HRID 1649047 reaction equation
CC1C=CC([N:8]=[C:9]([N:11]2[CH2:16][CH2:15][O:14][CH2:13][CH2:12]2)[NH2:10])=CC=1.[I-:17].C[N+:19]1[CH2:23][CH2:22][S:21][C:20]=1SC.[C:26](O)(C)(C)C>>[IH:17].[CH3:26][CH:16]1[C:15](=[C:20]2[NH:19][CH2:23][CH2:22][S:21]2)[O:14][CH2:13][CH2:12][N:11]1[C:9](=[NH:8])[NH2:10]

Participants

4

Reactant 3

HCID 6386tert-ButanolHCID 2077673-Methyl-2-(methylsulfanyl)-4,5-dihydro-1,3-thiazol-3-ium iodideHCID 105849654-Morpholinecarboximidamide, N-(4-methylphenyl)-

Product 1

HCID 131713221HCID 131713221, compound

Procedure

A solution of 2.19 g (0.01 mole) of N'-(4-methylphenyl)-4-morpholinecarboximidamide and 2.85 g (0.0104 moles) of 3-methyl-2-methylthio-2-thiazolinium iodide (prepared by the method of J. W. Batty and B. C. L. Weedon, J. Chem. Soc., 786 (1949) was heated under reflux in 25 ml of tert-butanol for 1.5 hours. Upon cooling, a white crystalline solid separated, and was recrystallized twice from ethanol-ether to afford 3.00 g (67%) of N'-(4-methylphenyl)-N-(3-methyl-2-thiazolidinylidene-4-morpholinecarboximidamide monohydroiodide as a white solid homogeneous on TLC, m.p. (175) 186°-188° C. Anal. Calcd. for C16H22N4OS.HI (318.44/462.76): C, 43.06; H, 5.19; N, 12.55. Found: C, 43.05; H, 5.21; N, 12.56.

Workup

  1. temperature, 786 (1949) was heated
  2. temperatureUpon cooling
  3. customa white crystalline solid separated
  4. customwas recrystallized twice from ethanol-ether

Sources & evidence

ORD record
ord-db2b2d1efe884d7a99234c9df6ed6d53
Source dataset
uspto-grants-1983_11
Patent number
US04414211

Reaction notes

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