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152137

Sigma-Aldrich

4-Methoxyphenylhydrazine hydrochloride

95%

Synonym(s):

(4-Methoxyphenyl)hydrazine hydrochloride, (4-Methoxyphenyl)hydrazine monohydrochloride, (p-Methoxyphenyl)hydrazine hydrochloride, (p-Methoxyphenyl)hydrazinium chloride, 1-(p-Methoxyphenyl)hydrazine hydrochloride, N-(4-Methoxyphenyl)hydrazine hydrochloride, [4-(Methyloxy)phenyl]hydrazine monohydrochloride, p-Anisylhydrazine hydrochloride

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About This Item

Linear Formula:
CH3OC6H4NHNH2·HCl
CAS Number:
19501-58-7
Molecular Weight:
174.63
Beilstein:
3566583
EC Number:
243-115-3
MDL number:
MFCD00012945
UNSPSC Code:
12352100
PubChem Substance ID:
24849203
NACRES:
NA.22

Assay

95%

mp

160-162 °C (dec.) (lit.)

functional group

hydrazine

SMILES string

Cl.COc1ccc(NN)cc1

InChI

1S/C7H10N2O.ClH/c1-10-7-4-2-6(9-8)3-5-7;/h2-5,9H,8H2,1H3;1H

InChI key

FQHCPFMTXFJZJS-UHFFFAOYSA-N

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Application

4-Methoxyphenylhydrazine hydrochloride was used in the preparation of 5-cyano-3-(5-methoxy-2-methylindol-3-yl)-1,2,4-thiadiazole.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302 + H312 + H332,H317

Hazard Classifications

Acute Tox. 4 Oral - Skin Sens. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
STBH3979
STBG9927
STBG8353
STBD7769V
24297KJV

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T Iwakawa et al.
Chemical & pharmaceutical bulletin, 48(1), 160-162 (2000-03-08)
Treatment of 3-acetonyl-5-cyano-1,2,4-thiadiazole (1) with 4-methyl or 4-methoxyphenylhydrazine hydrochloride provided 5-cyano-3-(2,5-dimethylindol-3-yl)-1,2,4-thiadiazole (2) or 5-cyano-3-(5-methoxy-2-methylindol-3-yl)-1,2,4-thiadiazole (3) as the sole product, respectively. In contrast, treatment of 1 with phenylhydrazine hydrochloride resulted in the formation of 5-cyano-3-(2-methylindol-3-yl)-1,2,4-thiadiazole (4) and the unexpected 5-cyano-3-(3,5-dimethyl-1-phenylpyrazol-4-yl)-1,2,4-thiadiazole (5).

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