North Macedonia claimed a memorable 2-1 away victory against Germany on Wednesday, handing the hosts their first World Cup qualifying defeat in 20 years and piling the pressure on coach Joachim Loew.

After Ilkay Gundogan’s penalty had equalised matters for Germany following 37-year-old striker Goran Pandev’s first-half opener, it was Napoli midfielder Eljif Elmas who scored the winner five minutes from time. 

The four-time world champions have never failed to qualify for football’s biggest tournament, but did not enter the inaugural edition in 1930 and were banned in 1950.

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However, Loew’s men are already languishing third in the Group J table, three points adrift of leaders Armenia and behind the Macedonians on goal difference.

“That should not have been allowed to happen,” fumed Germany’s stand-in captain Gundogan to RTL after the nation’s first World Cup qualifying loss since the infamous 5-1 thrashing by England in 2001.

“It felt as though North Macedonia only got near our goal twice and scored twice — it was too easy.”

However, the defeat is one of the many setbacks suffered by Germany. Loew’s men suffered a shock group-stage exit at the 2018 World Cup in Russia and last November they were handed an embarrassing 6-0 drubbing by Spain.

The loss, which ended an 18-match winning streak in World Cup qualifying, will pile more pressure on Loew, who will step down after Euro 2020 in July after 15 years in charge.

The result will also weigh on struggling Chelsea striker Timo Werner, who squandered a golden chance with the score 1-1 after coming off the bench in the second half.

“I’m sorry for him (Werner),” admitted Gundogan.

The former RB Leipzig striker has now scored only two goals in his last 31 appearances for club and country.

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North Macedonia are ranked 65th in the world, 52 places below Germany, but it was the visitors who took the lead in Duisburg.

Germany were made to pay for missing several early chances, including a skied shot by Bayern Munich winger Serge Gnabry with the goal at his mercy.

In added time at the end of the first half, North Macedonia’s 37-year-old striker Pandev fired home his 38th international goal.

Germany were suddenly faced with failing to win a World Cup qualifier for the first time since being held to a 4-4 draw at home by Sweden in 2012.

With an hour gone Gundogan, Germany’s captain for the night with Manuel Neuer rested, stepped up to convert the resulting penalty after Leroy Sane went down in the area.

After Werner’s howler, North Macedonia took their chance when Dinamo Zagreb’s Arijan Ademi beat Werner’s Chelsea team-mate Antonio Ruediger and squared for Elmas to fire past Germany goalkeeper Marc-Andre ter Stegen.

Before kick-off, the Germans revealed a banner with the words “Wir sind 30” (We are 30), in black-red-gold lettering, referring to the United Nations’ 30-point declaration of Human Rights.

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It was the third straight match where the Germans have made a protest aimed at 2022 World Cup hosts Qatar.

Several other nations including Denmark, Belgium, the Netherlands and Norway have also protested for human rights before their qualifiers over the last week.

Qatar has faced criticism for its treatment of migrant workers, many of whom are involved in preparations for next year’s tournament, while Qatari authorities insist they have done more than any country in the region to improve worker welfare.