2-Methyl-2-thiopseudourea sulfate → HCID 178513003, compound

HRID 1758529Notes

Reaction equation

HRID 1758529 reaction equation
[NH2:1][CH2:2][CH2:3][N:4]1[CH2:13][C:12]2([CH2:17][C:16]3[CH:18]=[CH:19][CH:20]=[CH:21][C:15]=3[O:14]2)[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH2:5]1.[S:22]([OH:26])([OH:25])(=[O:24])=[O:23].CS[C:29](=[NH:31])[NH2:30]>C(O)C.O.CCOCC>[S:22]([OH:26])([OH:25])(=[O:24])=[O:23].[NH:1]([CH2:2][CH2:3][N:4]1[CH2:13][C:12]2([CH2:17][C:16]3[CH:18]=[CH:19][CH:20]=[CH:21][C:15]=3[O:14]2)[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH2:5]1)[C:29]([NH2:31])=[NH:30].[NH:1]([CH2:2][CH2:3][N:4]1[CH2:13][C:12]2([CH2:17][C:16]3[CH:18]=[CH:19][CH:20]=[CH:21][C:15]=3[O:14]2)[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH2:5]1)[C:29]([NH2:31])=[NH:30]

Participants

6

Reactant 2

HCID 752702-Methyl-2-thiopseudourea sulfateHCID 15917477HCID 15917477, compound

Product 1

HCID 178513003HCID 178513003, compoundYield 112.6%

Reagents, catalysts & solvents 3

HCID 702EthanolSolventHCID 962WaterSolventHCID 3283Diethyl EtherSolvent

Procedure

To a solution of 2'-(2-aminoethyl)spiro[benzofuran-2(3H),4'(2'H)-isoquinoline] (3.6 g) in ethanol (15 ml) is added a solution of 2-methyl-2-thiopseudourea sulfate (1.8 g) in water (25 ml). After stirring at reflux (110°) for 20 hours, the mixture is cooled and diluted with ether (100 ml). The resultant precipitate is collected, washed with ether and dried to yield product (4.0 g, 83%). Recrystallization from methanol/ether yields the analytical sample as an off-white solid, mp 234°-239° (dec.).

Workup

  1. temperatureat reflux (110°) for 20 hours
  2. temperaturethe mixture is cooled
  3. customThe resultant precipitate is collected
  4. washwashed with ether
  5. customdried

Sources & evidence

ORD record
ord-cbe8c587dd7e4e1eaa5231e7a5a59b5c
Source dataset
uspto-grants-1983_02
Patent number
US04374137

Reaction notes

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