Tert-Butylamine → HCID 21545630, compound

HRID 1605982Notes

Reaction equation

HRID 1605982 reaction equation
[CH3:1][C:2]1[CH:3]=[CH:4][C:5]2[S:9][C:8]([S:10][CH2:11][CH:12]([OH:15])[CH2:13][Cl:14])=[N:7][C:6]=2[CH:16]=1.[C:17]([NH2:21])([CH3:20])([CH3:19])[CH3:18]>>[ClH:14].[CH3:1][C:2]1[CH:3]=[CH:4][C:5]2[S:9][C:8]([S:10][CH2:11][CH:12]([OH:15])[CH2:13][NH:21][C:17]([CH3:20])([CH3:19])[CH3:18])=[N:7][C:6]=2[CH:16]=1

Participants

3

Reactant 2

HCID 6385Tert-ButylamineHCID 21545634HCID 21545634, compound

Product 1

HCID 21545630HCID 21545630, compound

Procedure

A mixture of 10 g. of 5-methyl-2-(3'-chloro-2'-hydroxypropylthio)benzothiazole and 20 ml. of t-butylamine was heated at 100°C. in a sealed tube for 4 hours, and dried in vacuo to give a yellow oil, which was purified by column chromatography on basic alumina and converted to its hydrochloride by a usual method. This hydrochloride was recrystallized from acetone-methanol to give needles of 5-methyl-2-(3'-t-butylamino-2'-hydroxypropylthio)benzothiazole hydrochloride, mp 152° - 155°C.

Workup

  1. additionA mixture of 10 g
  2. customdried in vacuo
  3. customto give a yellow oil, which
  4. customwas purified by column chromatography on basic alumina
  5. customThis hydrochloride was recrystallized from acetone-methanol

Sources & evidence

ORD record
ord-089d2e50240041fdb6696f80a0768e9e
Source dataset
uspto-grants-1976_04
Patent number
US03951998

Reaction notes

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