2-(Methylthio)benzothiazole → HCID 20344652, compound

HRID 2049178Notes

Reaction equation

HRID 2049178 reaction equation
[CH2:1]([O:19][C:20]([C:22]1[CH:29]=[CH:28][C:25]([CH2:26]Br)=[CH:24][CH:23]=1)=[O:21])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].C[S:31][C:32]1[S:33][C:34]2[CH:40]=[CH:39][CH:38]=[CH:37][C:35]=2[N:36]=1>>[CH2:1]([O:19][C:20]([C:22]1[CH:29]=[CH:28][C:25]([CH2:26][N:36]2[C:35]3[CH:37]=[CH:38][CH:39]=[CH:40][C:34]=3[S:33][C:32]2=[S:31])=[CH:24][CH:23]=1)=[O:21])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18]

Participants

3

Reactant 2

HCID 119892-(Methylthio)benzothiazoleHCID 20344651HCID 20344651, compound

Product 1

HCID 20344652HCID 20344652, compound

Procedure

4-Octadecyloxycarbonylbenzyl bromide (4.7 g, Step 2) and 2-methylmercaptobenzothiazole (2.5 g) were heated together for 35 minutes/190°-195° C. The mixture was cooled and triturated with ligroin to produce a solid which was recrystallized from pyridine/methanol to form the product; yield 4.5 g (81%), m.p. 105°-107° C.

Workup

  1. temperatureThe mixture was cooled
  2. customtriturated with ligroin
  3. customto produce a solid which
  4. customwas recrystallized from pyridine/methanol
  5. customto form the product

Sources & evidence

ORD record
ord-ff51cafac6964eb79412a6d92a0a7765
Source dataset
uspto-grants-1980_04
Patent number
US04197080

Reaction notes

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