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Methyl Chloride → HCID 178418536, compound

HRID 3800
Notes
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Reaction equation

HRID 3800 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]=[C:9]=[O:10])=[CH:4][CH:3]=1.Cl.Cl.[Cl:13][C:14]1[CH:30]=[CH:29][C:17]([CH2:18][N:19]2[CH2:24][CH2:23][N:22]([CH2:25][CH2:26][CH2:27][SH:28])[CH2:21][CH2:20]2)=[CH:16][CH:15]=1.CCl>C(N(CC)CC)C>[OH2:10].[ClH:1].[ClH:13].[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9](=[SH:28][CH2:27][CH2:26][CH2:25][N:22]2[CH2:23][CH2:24][N:19]([CH2:18][C:17]3[CH:16]=[CH:15][C:14]([Cl:13])=[CH:30][CH:29]=3)[CH2:20][CH2:21]2)[OH:10])=[CH:4][CH:3]=1
ParticipantsProcedureSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 6327Methyl ChlorideHCID 76934-Chlorophenyl IsocyanateHCID 137311183-[4-(4-Chlorobenzyl)piperazin-1-yl]propanethiol dihydrochloride

Product 1

HCID 178418536HCID 178418536, compoundYield 42.4%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

The procedure described in Example 2 was followed, using 1.5 g of 4-chlorophenyl isocyanate, 3.5 g of 3-[4-(4-chlorobenzyl)piperazin-1-yl]propanethiol dihydrochloride, 1.2 g of triethylamine and 50 ml of methyl chloride, to give 1.1 g (21% of theory) of N-(4-chlorophenyl)-S-{3-[4-(4-chlorobenzyl)piperazin-1-yl]propyl}thiocarbamate dihydrochloride monohydrate as an off-white crystalline solid, M.p. 243°-245° C.

Sources & evidence

ORD record
ord-d33367d8f1b54a0ba584c0599674b958
Source dataset
uspto-grants-1988_02
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04722926

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes