HomeMCPWorkbenchSkills
HomeWorkbenchNotificationsMe
llms.txt · MCP GuidePrivacy Policy · Terms of Service · Supportv1.8.0
  1. Home
  2. /Reaction

2-(Dimethylamino)acetyl chloride hydrochloride → 1-(3-Methoxycarbonyl-2-thioureido)-2-(2-dimethylaminoacetamido)-4-thiocyanatobenzene hydrochloride

HRID 258765
Notes
Print preview

Reaction equation

HRID 258765 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([S:8][C:9]#[N:10])[CH:5]=[CH:4][C:3]=1[NH:11][C:12]([NH:14][C:15]([O:17][CH3:18])=[O:16])=[S:13].Cl.[CH3:20][N:21]([CH3:26])[CH2:22][C:23]([Cl:25])=[O:24]>ClCCl>[ClH:25].[CH3:18][O:17][C:15]([NH:14][C:12](=[S:13])[NH:11][C:3]1[CH:4]=[CH:5][C:6]([S:8][C:9]#[N:10])=[CH:7][C:2]=1[NH:1][C:23](=[O:24])[CH2:22][N:21]([CH3:26])[CH3:20])=[O:16]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 139949912-(Dimethylamino)acetyl chloride hydrochlorideHCID 214266632-Amino-1-(3-methoxycarbonyl-2-thioureido)-4-thiocyanatobenzene

Product 1

HCID 214266061-(3-Methoxycarbonyl-2-thioureido)-2-(2-dimethylaminoacetamido)-4-thiocyanatobenzene hydrochlorideYield 54.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A stirred suspension of 2-amino-1-(3-methoxycarbonyl-2-thioureido)-4-thiocyanatobenzene (5.6 g.) in dichloromethane (190 ml.) was treated in one portion at room temperature with N,N-dimethylglycyl chloride hydrochloride (3.82 g.). The stirring was continued for one hour and the mixture was allowed to stand overnight. The solid was filtered off and recrystallised from methanol to give 1-(3-methoxycarbonyl-2-thioureido)-2-(2-dimethylaminoacetamido)-4-thiocyanatobenzene hydrochloride (4.35 g.), m.p. 192°-193° C. (with decomposition).

Workup

  1. waitto stand overnight
  2. filtrationThe solid was filtered off
  3. customrecrystallised from methanol

Sources & evidence

ORD record
ord-48c2ac14960a4e8f80d31f2502127527
Source dataset
uspto-grants-1977_07
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04034107

Reaction notes

Loading…

On this pageParticipantsProcedureWorkupSources & evidenceReaction notes