Acetone → HCID 20572283, compound

HRID 1577305Notes

Reaction equation

HRID 1577305 reaction equation
[SH:1][C:2]1[S:3][C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N:6]=1.CN(C1C=CC2N=[C:29]3[C:21](=[CH:22][C:23]([CH:27]=[CH:28]3)=[N+](C)C)SC=2C=1)C.C=CCCCCCC.[O:39]=O.[CH3:41][C:42](C)=[O:43]>O1CCOCC1>[S:3]1[C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N:6]=[C:2]1[S:1]([CH2:41][CH:42]([OH:43])[CH2:22][CH2:23][CH2:27][CH2:28][CH2:29][CH3:21])=[O:39]

Participants

7

Reactant 5

HCID 180AcetoneHCID 977OxygenHCID 4139Methylene blue cationHCID 81251-OcteneHCID 178418395HCID 178418395, compound

Product 1

HCID 20572283HCID 20572283, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A mixture of 16.7 g (0.1 mole) of 2-mercaptobenzothiazole, 150 ml of dioxane, 5 ml of 0.5% methylene blue in acetone, and 18 ml (0.1 mole) of 1-octene was shaken in a Parr shaker under 25 psig O2 and irradiated with a 275 watt G.E. Sunlamp for 72 hours at 25° C. The mixture was filtered and evaporated in a Rinco rotary evaporator at 40° C. and 0.5-1 Torr. to give 30.1 g (96.8 mole %) of brown, viscous product 1- (2-hydroxyoctyl 2-benzothiazolyl sulfoxide. It analyzed C, 57.8%; H, 6.6%; N, 4.2%; S, 20.3%.

Workup

  1. customirradiated with a 275 watt G.E
  2. filtrationThe mixture was filtered
  3. customevaporated in a Rinco rotary evaporator at 40° C.

Sources & evidence

ORD record
ord-49696d0abed44beab8f534182beccbe1
Source dataset
uspto-grants-1981_09
Patent number
US04287349

Reaction notes

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