Methanesulfonic Acid → HCID 59584811, compound

HRID 1253401Notes

Reaction equation

CS(O)(=O)=O.[NH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][OH:13].[C:14]([OH:27])(=O)[CH2:15][CH2:16][CH2:17][S:18][S:19][CH2:20][CH2:21][CH2:22][C:23]([OH:25])=[O:24]>C(C(C)=O)C(C)C>[C:23]([O:25][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][NH2:6])(=[O:24])[CH2:22][CH2:21][CH2:20][S:19][S:18][CH2:17][CH2:16][CH2:15][C:14]([O:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][NH2:6])=[O:27]

Participants

Conditions

Temperature: 120 °C

Procedure

5.1 g of methanesulfonic acid (manufactured by Wako Pure Chemical Industries, Ltd.) was added dropwise, under an atmosphere of nitrogen and at 70° C., to 5.9 g of 6-amino-1-hexanol. After stirring for 10 minutes, 6.0 g of 4,4′-dithiodibutyric acid (manufactured by Tokyo Chemical Industry Co., Ltd.) was added, and the resulting mixture was heated to 120° C. and then stirred at 110° C. for 4 hours. Following completion of the reaction, the reaction mixture was cooled to room temperature and then added gradually to 50 mL of methyl isobutyl ketone (manufactured by Wako Pure Chemical Industries, Ltd.). After stirring for 2 hours, the precipitated crystals were collected by filtration and washed with acetone, yielding the methanesulfonate salt of di(6-aminohexyl) 4,4′-dithiodibutyrate.

Workup

stirringstirred at 110° C. for 4 hours
customcompletion of the reaction
temperaturethe reaction mixture was cooled to room temperature
stirringAfter stirring for 2 hours
filtrationthe precipitated crystals were collected by filtration
washwashed with acetone

Sources & evidence

ORD record: ord-d7dcec44beeb4733852f4c2d8cbf8d4f
Source dataset: uspto-grants-2013_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08455413B2

Reaction notes

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