Morpholine → N-(1-adamantyl)morpholine-4-carbothioamide

HRID 436002

Reaction equation

HRID 436002 reaction equation
[C:1]12([N:11]=[C:12]=[S:13])[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2.[NH:14]1[CH2:19][CH2:18][O:17][CH2:16][CH2:15]1>CCOCC>[C:1]12([NH:11][C:12]([N:14]3[CH2:19][CH2:18][O:17][CH2:16][CH2:15]3)=[S:13])[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2

Participants

4

Reactant 2

HCID 8083MorpholineHCID 107279Adamantyl isothiocyanate

Product 1

HCID 2828003N-(1-adamantyl)morpholine-4-carbothioamide

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

The thiourea is prepared by reacting 5.0 g. (0.026 mole) of 1-adamantyl isothiocyanate with 2.5 g. (0.029 mole) of morpholine in 250 ml. of ether for ca. 1 hr. at room temperature. The solid which separates is collected and combined with additional compound from concentration of ether filtrate to a small volume: 6.65 g. (91 percent), m.p. 145-147. The analytical sample is recrystallized from ether, m.p. 148.

Workup

  1. customat room temperature
  2. customThe solid which separates is collected
  3. customThe analytical sample is recrystallized from ether

Sources & evidence

ORD record
ord-6912602631aa45beb0219a09ad070591
Source dataset
uspto-grants-1977_02
Patent number
US04007181

Linked notes

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